成人免费xx,国产又黄又湿又刺激不卡网站,成人性视频app菠萝网站,色天天天天

Home Cart Sign in  
Chemical Structure| 202197-26-0 Chemical Structure| 202197-26-0
Chemical Structure| 202197-26-0

*Storage: {[sel_prStorage]}

*Shipping: {[sel_prShipping]}

{[proInfo.proName]}

CAS No.: 202197-26-0

,{[proInfo.pro_purity]}

4.5 *For Research Use Only !

{[proInfo.pro_purity]}
Cat. No.: {[proInfo.prAm]} Purity: {[proInfo.pro_purity]}

Change View

Size Price VIP Price

US Stock

Global Stock

In Stock
{[ item.pr_size ]} Inquiry {[ getRatePrice(item.pr_usd,item.pr_rate,item.mem_rate,item.pr_is_large_size_no_price, item.vip_usd) ]}

US Stock: ship in 0-1 business day
Global Stock: ship in 2 weeks

  • {[ item.pr_size ]}

In Stock

- +

Please Login or Create an Account to: See VIP prices and availability

US Stock: ship in 0-1 business day
Global Stock: ship in 2 weeks

  • 1-2 Day Shipping
  • High Quality
  • Technical Support Online Technical Q&A
Product Citations

Alternative Products

Product Details of [ 202197-26-0 ]

CAS No. :202197-26-0
Formula : C13H11ClFNO
M.W : 251.68
SMILES Code : NC1=CC=C(OCC2=CC=CC(F)=C2)C(Cl)=C1
MDL No. :MFCD06809822
InChI Key :AYPFEYDGZDPAPE-UHFFFAOYSA-N
Pubchem ID :7059263

Safety of [ 202197-26-0 ]

GHS Pictogram:
Signal Word:Warning
Hazard Statements:H302-H315-H319-H332-H335
Precautionary Statements:P261-P280-P305+P351+P338

Calculated chemistry of [ 202197-26-0 ] Show Less

Physicochemical Properties

Num. heavy atoms 17
Num. arom. heavy atoms 12
Fraction Csp3 0.08
Num. rotatable bonds 3
Num. H-bond acceptors 2.0
Num. H-bond donors 1.0
Molar Refractivity 66.79
TPSA ?

Topological Polar Surface Area: Calculated from
Ertl P. et al. 2000 J. Med. Chem.

35.25 ?2

Lipophilicity

Log Po/w (iLOGP)?

iLOGP: in-house physics-based method implemented from
Daina A et al. 2014 J. Chem. Inf. Model.

2.48
Log Po/w (XLOGP3)?

XLOGP3: Atomistic and knowledge-based method calculated by
XLOGP program, version 3.2.2, courtesy of CCBG, Shanghai Institute of Organic Chemistry

3.43
Log Po/w (WLOGP)?

WLOGP: Atomistic method implemented from
Wildman SA and Crippen GM. 1999 J. Chem. Inf. Model.

3.92
Log Po/w (MLOGP)?

MLOGP: Topological method implemented from
Moriguchi I. et al. 1992 Chem. Pharm. Bull.
Moriguchi I. et al. 1994 Chem. Pharm. Bull.
Lipinski PA. et al. 2001 Adv. Drug. Deliv. Rev.

3.61
Log Po/w (SILICOS-IT)?

SILICOS-IT: Hybrid fragmental/topological method calculated by
FILTER-IT program, version 1.0.2, courtesy of SILICOS-IT, http://www.silicos-it.com

3.7
Consensus Log Po/w?

Consensus Log Po/w: Average of all five predictions

3.43

Water Solubility

Log S (ESOL):?

ESOL: Topological method implemented from
Delaney JS. 2004 J. Chem. Inf. Model.

-3.89
Solubility 0.0327 mg/ml ; 0.00013 mol/l
Class?

Solubility class: Log S scale
Insoluble < -10 < Poorly < -6 < Moderately < -4 < Soluble < -2 Very < 0 < Highly

Soluble
Log S (Ali)?

Ali: Topological method implemented from
Ali J. et al. 2012 J. Chem. Inf. Model.

-3.85
Solubility 0.0355 mg/ml ; 0.000141 mol/l
Class?

Solubility class: Log S scale
Insoluble < -10 < Poorly < -6 < Moderately < -4 < Soluble < -2 Very < 0 < Highly

Soluble
Log S (SILICOS-IT)?

SILICOS-IT: Fragmental method calculated by
FILTER-IT program, version 1.0.2, courtesy of SILICOS-IT, http://www.silicos-it.com

-5.6
Solubility 0.000631 mg/ml ; 0.00000251 mol/l
Class?

Solubility class: Log S scale
Insoluble < -10 < Poorly < -6 < Moderately < -4 < Soluble < -2 Very < 0 < Highly

Moderately soluble

Pharmacokinetics

GI absorption?

Gatrointestinal absorption: according to the white of the BOILED-Egg

 High
BBB permeant?

BBB permeation: according to the yolk of the BOILED-Egg

 Yes
P-gp substrate?

P-glycoprotein substrate: SVM model built on 1033 molecules (training set)
and tested on 415 molecules (test set)
10-fold CV: ACC=0.72 / AUC=0.77
External: ACC=0.88 / AUC=0.94

 No
CYP1A2 inhibitor?

Cytochrome P450 1A2 inhibitor: SVM model built on 9145 molecules (training set)
and tested on 3000 molecules (test set)
10-fold CV: ACC=0.83 / AUC=0.90
External: ACC=0.84 / AUC=0.91

 Yes
CYP2C19 inhibitor?

Cytochrome P450 2C19 inhibitor: SVM model built on 9272 molecules (training set)
and tested on 3000 molecules (test set)
10-fold CV: ACC=0.80 / AUC=0.86
External: ACC=0.80 / AUC=0.87

 Yes
CYP2C9 inhibitor?

Cytochrome P450 2C9 inhibitor: SVM model built on 5940 molecules (training set)
and tested on 2075 molecules (test set)
10-fold CV: ACC=0.78 / AUC=0.85
External: ACC=0.71 / AUC=0.81

 Yes
CYP2D6 inhibitor?

Cytochrome P450 2D6 inhibitor: SVM model built on 3664 molecules (training set)
and tested on 1068 molecules (test set)
10-fold CV: ACC=0.79 / AUC=0.85
External: ACC=0.81 / AUC=0.87

 Yes
CYP3A4 inhibitor?

Cytochrome P450 3A4 inhibitor: SVM model built on 7518 molecules (training set)
and tested on 2579 molecules (test set)
10-fold CV: ACC=0.77 / AUC=0.85
External: ACC=0.78 / AUC=0.86

 No
Log Kp (skin permeation)?

Skin permeation: QSPR model implemented from
Potts RO and Guy RH. 1992 Pharm. Res.

-5.4 cm/s

Druglikeness

Lipinski?

Lipinski (Pfizer) filter: implemented from
Lipinski CA. et al. 2001 Adv. Drug Deliv. Rev.
MW ≤ 500
MLOGP ≤ 4.15
N or O ≤ 10
NH or OH ≤ 5

 0.0
Ghose?

Ghose filter: implemented from
Ghose AK. et al. 1999 J. Comb. Chem.
160 ≤ MW ≤ 480
-0.4 ≤ WLOGP ≤ 5.6
40 ≤ MR ≤ 130
20 ≤ atoms ≤ 70

 None
Veber?

Veber (GSK) filter: implemented from
Veber DF. et al. 2002 J. Med. Chem.
Rotatable bonds ≤ 10
TPSA ≤ 140

 0.0
Egan?

Egan (Pharmacia) filter: implemented from
Egan WJ. et al. 2000 J. Med. Chem.
WLOGP ≤ 5.88
TPSA ≤ 131.6

 0.0
Muegge?

Muegge (Bayer) filter: implemented from
Muegge I. et al. 2001 J. Med. Chem.
200 ≤ MW ≤ 600
-2 ≤ XLOGP ≤ 5
TPSA ≤ 150
Num. rings ≤ 7
Num. carbon > 4
Num. heteroatoms > 1
Num. rotatable bonds ≤ 15
H-bond acc. ≤ 10
H-bond don. ≤ 5

 0.0
Bioavailability Score?

Abbott Bioavailability Score: Probability of F > 10% in rat
implemented from
Martin YC. 2005 J. Med. Chem.

0.55

Medicinal Chemistry

PAINS?

Pan Assay Interference Structures: implemented from
Baell JB. & Holloway GA. 2010 J. Med. Chem.

0.0 alert
Brenk?

Structural Alert: implemented from
Brenk R. et al. 2008 ChemMedChem

1.0 alert: heavy_metal
Leadlikeness?

Leadlikeness: implemented from
Teague SJ. 1999 Angew. Chem. Int. Ed.
250 ≤ MW ≤ 350
XLOGP ≤ 3.5
Num. rotatable bonds ≤ 7

 No; 1 violation:MW<0.0
Synthetic accessibility?

Synthetic accessibility score: from 1 (very easy) to 10 (very difficult)
based on 1024 fragmental contributions (FP2) modulated by size and complexity penaties,
trained on 12'782'590 molecules and tested on 40 external molecules (r2 = 0.94)

 1.94

Application In Synthesis of [ 202197-26-0 ]

* All experimental methods are cited from the reference, please refer to the original source for details. We do not guarantee the accuracy of the content in the reference.

  • Downstream synthetic route of [ 202197-26-0 ]

[ 202197-26-0 ] Synthesis Path-Downstream   1~10

  • 1
  • [ 98556-31-1 ]
  • [ 202197-26-0 ]
  • [ 231278-20-9 ]
YieldReaction ConditionsOperation in experiment
96% In isopropyl alcohol; at 70℃; for 3.5h; 4-(3-fluorobenzyloxy)-3-chlorophenyl)-amine (12.3 g, 49 mmol), <strong>[98556-31-1]4-chloro-6-iodoquinazoline</strong> 14.2 g, 49 mmol) and isopropanol (250 mL) were combined and the reaction mixture was heated to 70 C. for 3.5 hours. The resultant bright yellow solid product was collected by filtration (25.5 g, 96% yield). 1H NMR (DMSO-d6) δ 9.83 (s, 1H); 8.92 (s, 1H); 8.58 (s, 1H); 8.09 (d, 1H); 8.00 (d, 1H); 7.61 (d, 1H); 7.52 (d, 1H); 7.44 (m, 1H); 7.20-7.33 (m, 3H); 7.15 (m, 1H); 5.21 (s, 2H); MS m/z 506 (M+1)
95% In isopropyl alcohol; at 80℃; for 2h; General procedure: To a solution of compound 12 (5.8 g, 20 mmol) in i-PrOH was added anilines (22 mmol) at room temperature (RT). Then the reaction mixture was heated to 80 C for 2 h. After the start material was completed, the mixture was filtered through celite, and the cake was washed by i-PrOH, then dried to obtain the desired compound 13a-f.
95% With triethylamine; In isopropyl alcohol; at 20℃; for 9h;Reflux; To a round bottle, isopropanol (20 mL), 3-bromoaniline (0.62 g, 3.6 mmol), 4-cholo-6-iodo-quinazoline 15 (0.87 g, 3 mmol) andtriethylamine (0.36 g, 3.6 mmol) was added. The resulting reactionmixture was stirred at room temperature for 6 h and then at refluxfor another 3 h. After cooling to room temperature, the yellow solidwas collected by suck filtration, wash with isopropanol, water andether sequentially, and dried at 50 C to afford compound 12a as ayellow solid (0.74 g, 69% yield)
90 - 95% Example 1; Preparation of GW572016F; STAGE 1; A stirred suspension of 3H-6-iodoquinazolin-4-one (compound A) in toluene (5 vols) was treated with tri-n-butylamine (1.2 eq.) at 20 to 25C, then heated to 900C. Phosphorous oxychloride (1.1 eq) was added, the reaction mixture was then heated to reflux. The reaction mixture was cooled to 500C and toluene (5vols) added. Compound C (1.03 eq.) was added as a solid, the slurry was warmed back to 900C and stirred for 1 hour. The slurry was transferred to a second vessel; the first vessel was rinsed with toluene (2vol) and combined with the reaction mixture. The reaction mixture was cooled to 700C and 1.0 M aqueous sodium hydroxide solution (16 vols) added dropwise over 1 hour to the stirred slurry maintaining the contents temperature between 68-72C. The mixture was stirred at 65-700C for 1 hour and then cooled to 200C over 1 hour. The suspension was stirred at 200C for 2 hours, the product collected by filtration, and washed successively with water (3 x 5 vols) and ethanol (IMS, 2 x 5 vols), then dried in vacuo at 50-600C. <n="25"/>Volumes are quoted with respect of the quantity of Compound A used. Percent yield range observed: 90 to 95% as white or yellow crystals.
90.72% In isopropyl alcohol;Reflux; Compound B2 (5.70 g, 19.70 mmol) and compound B4 (4.90 g, 19.70 mmol) were added to a jar, while isopropanol 150 mm was added and the mixture was heated under reflux overnight. After the reaction is completed, the temperature of the reaction system is lowered to room temperature.The solid product precipitated, was decompressed and filtered to obtain a filter cake. The cake was dried to obtain 9.10 g of a product (a yield of 90.72%). The product was of high purity without purification.
74.2% In isopropyl alcohol;Heating / reflux; 4-Chloro-6-iodoquinazoline (5.7g, 19.7 mmol) and 3-chloro-4-(3- fluorobenzyloxy)aniline (4.9g, 19.7 mmol) was refluxed in isopropanol (15OmL) overnight. The mixture was cooled to room temperature. The solid product was precipitated, filtrated and dried in vacuum. The product 1405-174 was pure enough and used without further purifcation.(7.4 g, 74.2%): LC-MS: 506 [M+l]+, 1U NMR (DMSO-J6): δ 5.29 (s, 2 H), 7.18 (m, IH), 7.33 (m, 3H), 7.48 (m, IH), 7.66 (m, IH), 7.74 (d, J= 9.0 Hz, 1 H), 7.90 (d, J= 2.2 Hz, 1 H), 8.37 (d, J= 9.0 Hz, 1 H), 8.94 (s, 1 H), 9.29 (s, 1 H).
Roschangar et al. ,Use of lithium N,O-dimethylhydroxylamide as an efficient in situ protecting agent for aromatic aldehydes. Tertrahedron 2002, 58, 1657-1666). Preparation analogous (Nishino et al.; Process for producing 4-aminoquinazoline compound by chlorination of quinazolin-4-one or its derivative and animation. 2003) as follows: To a mixture of 6-iodo-lH-quinazolin-4-one (10) (6.8Og; 25.0 mmol), toluene (5.0 mL) and POCl3 (27.5 mmol; 2.60 mL) carefully triethylamine (27.5 mmol; 3.81 mL) was added. The mixture was heated to 80 0C for 2 h, cooled to room temperature, a solution of 3-chloro~4-(3- fluorobenzyloxy)phenylamine (15) (27.50 mmol; 6.92 g) in 2~butanone (20.0 mL) added and the mixture stirred at 80 0C for another hour. The mixture was cooled to 00C, the yellow precipitate was filtered off and added to a NaOH solution (IN; 150 mL) by stirring. After 30 min the yellow solid was filtered off, washed with water and a small amount of acetone and dried in vacuo. Yield (8.38 g; 66%) analytical pure sample. 1H-NMR (DMSO-[D6]): δ (ppm) = 5.26 (s, 2H), 7.15-7.22 (m, IH), 7.27 (d, IH, J = 9.1 Hz), 7.29-7.35 (m, 2H), 7.43-7.51 (m, IH), 7.56 (d, IH, J = 8.8 Hz), 7.74 (dd, IH, J = 9.1 Hz, 4J = 2.5 Hz), 8.02 (d, IH5 4J = 2.5 Hz), 8.12 (dd; IH, J = 8.8 Hz, 4J = 1.7 Hz)5 8.62 (s, IH), 8.96 (d, 4J = 1.7 Hz), 9.90 (s, IH, exchangeable).
4-Chloro-6-iodoquinazoline (1wt) was added to a solution of fluorobenzyloxyaniline (0.894wt, 1.03equiv) in N-methylpyrrolidinone (8.26wt, 8vol) at ca 20C, and after the initial exotherm had subsided, the resulting solution was stirred at 20-25C for at least 30 minutes. The dark solution was treated with triethylamine (0. 58vol, 1.2equiv) and the mixture was stirred for 20-30 minutes. Isopropanol (2. 5vol) was added and the mixture was heated to ca 50C. Water (up to 3vol) was added slowly to the vessel over 10-15 minutes, while keeping the temperature at ca 50C. Once crystallisation had commenced the addition was stopped and the resulting slurry was aged for 30-45 minutes at ca 50C. Any residual water (from the 3vol) was added, then further water (5vol) was added to the vessel over ca 30 minutes while maintaining the temperature at ca 50C. The resulting slurry was cooled to ca 20C over ca 30 minutes and aged at ca 20C for at least 30 minutes. The solid was collected by filtration and washed sequentially with water (2 x 5vol), then isopropanol (5vol). The product was dried in vacuo at ca 60C to give the title compound as a cream crystalline solid.
at 90℃; for 1h; A stirred suspension of 3H-6-iodoquinazolin-4-one (compound A) in toluene (5 vols) was treated with tri-n-butylamine (1.2 eq.) at 20 to 25C, then heated to 900C. Phosphorous oxychloride (1.1eq) was added, the reaction mixture was then heated to reflux. The reaction mixture was cooled to 500C and toluene (5vols) added. Compound C (1.03 eq.) was added as a solid, the slurry was warmed back to 900C and stirred for 1 hour. The slurry was transferred to a second vessel; the first vessel was rinsed with toluene (2vol) and combined with the reaction mixture. The reaction mixture was cooled to 7O0C and 1.0 M aqueous sodium hydroxide solution (16 vols) added dropwise over 1 hour to the stirred slurry maintaining the contents temperature between 68-72C. The mixture was stirred at 65-700C for 1 hour and then cooled to 200C over 1 hour. The suspension was stirred at 200C for 2 hours, the product collected by filtration, and washed successively with water (3 x 5 vols) and ethanol (IMS, 2 x 5 vols), then dried in vacuo at 50-600C. Volumes are quoted with respect of the quantity of Compound A used. Percent yield range observed: 90 to 95% as white or yellow crystals.
A stirred suspension of 3W-6-iodoquinazolin-4-one in toluene (5 vols) is treated with tri-n-butylamine (1.2 equiv.), and then heated to 70-800C. Phosphorous oxychloride (1.1 equiv.) is added and the reaction mixture is then heated to reflux and stirred at this temperature for at least 2 hours. The reaction mixture is then cooled to 55C and toluene (5vol) added followed by 3-chloro-4-[(3-fluorophenyl)rnethyl]oxy}aniline (1.03 equiv.). The reaction mixture is then warmed to 70-900C and stirred for at least 2 hours. The resultant slurry is transferred to a second vessel. The temperature is adjusted to 70-750C and 8 molar aqueous sodium hydroxide solution (2 vols) added over 1 hour, followed by water (6vol.) maintaining the contents at 70-850C. The mixture is stirred at 70-850C for ca. 1 hour and then cooled to 20-250C. The suspension is stirred for ca. 2 hours and the product collected by filtration, and washed successively with water, 0.1 molar aqueous sodium hydroxide, water, and IMS, then dried in vacuo. EPO <DP n="48"/>
A stirred suspension of 3H-6-iodoquinazolin-4-one (compound A) in toluene (5 vols) was treated with tri-n-butylamine (1.2 eq. ) at 20 to 25C, then heated to 90C. Phosphorous oxychloride (1.1eq) was added, the reaction mixture was then heated to reflux. The reaction mixture was cooled to 50C and toluene (5vols) added. Compound C (1.03 eq. ) was added as a solid, the slurry was warmed back to 90C and stirred for 1 hour. The slurry was transferred to a second vessel; the first vessel was rinsed with toluene (2vol) and combined with the reaction mixture. The reaction mixture was cooled to 70C and 1.0 M aqueous sodium hydroxide solution (16 vols) added dropwise over 1 hour to the stirred slurry maintaining the contents temperature between 68-72C. The mixture was stirred at 65-70C for 1 hour and then cooled to 20C over 1 hour. The suspension was stirred at 20C for 2 hours, the product collected by filtration, and washed successively with water (3 x 5 vols) and ethanol (IMS, 2 x 5 vols), then dried in vacuo at 50-60C. Volumes are quoted with respect of the quantity of Compound A used. Percent yield range observed: 90 to 95% as white or yellow crystals.
The reaction mixture was cooled to 50C and toluene (5vols) added. Compound C (1.03 eq. ) was added as a solid and the slurry was warmed back to 90C and stirred for 1 hour. The slurry was transferred to a second vessel; the first vessel was rinsed with toluene (2vol) and combined with the reaction mixture. The reaction mixture was cooled to 70C and 1.0 M aqueous sodium hydroxide solution (16 vols) added dropwise over 1 hour to the stirred slurry maintaining the contents temperature between 68-72C. The mixture was stirred at 65-70C for 1 hour and then cooled to 20C over 1 hour. The suspension was stirred at 20C for 2 hours, the product collected by filtration, and washed successively with water (3 x 5 vols) and ethanol (IMS, 2 x 5 vols), then dried in vacuo at 50-60C. Volumes are quoted with respect of the quantity of Compound A used. Percent yield range observed: 90 to 95% as white or yellow crystals.
4-Chloro-6-iodoquinazoline (1wt) was added to a solution of fluorobenzyloxyaniline (0.894wt, 1.03equiv) in N-methylpyrrolidinone (8.26wt, 8vol) at ca 200C, and after the initial exotherm had subsided, the resulting solution was stirred at 20-25C for at least 30 minutes. The dark solution was treated with triethylamine (0.58vol, 1.2equiv) and the mixture was stirred for 20-30 minutes. lsopropanol (2.5vol) was added and the mixture was heated to ca 500C. Water (up to 3vol) was added slowly to the vessel over 10-15 minutes, while keeping the temperature at ca 500C. Once crystallisation had commenced the addition was stopped and the resulting slurry was aged for 30-45 minutes at ca 500C. Any residual water (from the 3vol) was added, then further water (5vol) was added to the vessel over ca 30 minutes while maintaining the temperature at ca 500C. The resulting slurry was cooled to ca 200C over ca 30 minutes and aged at ca 200C for at least 30 minutes. The solid was collected by filtration and washed sequentially with <n="43"/>water (2 x 5vol), then isopropanol (5vol). The product was dried in vacuo at ca 600C to give the title compound as a cream crystalline solid.

  • 2
  • [ 63558-65-6 ]
  • [ 202197-26-0 ]
  • [ 746677-53-2 ]
  • 3
  • [ 98556-31-1 ]
  • [ 202197-26-0 ]
  • [ 851684-46-3 ]
YieldReaction ConditionsOperation in experiment
70% In isopropanol; for 4h;Heating / reflux; [3-Chloro-4-(3-fluorobenzyloxy)phenyl](6-iodoquinazolin-4-yl)amine hydrochloride (15). To a suspension of 14 (12.5 g, 43.0 mmol) in 2-propanol (300 mL) was added 13 (11.2 g, 44.3 mmol). The resulting suspension was refluxed 4 hours and then the volatiles were removed under reduced pressure and the crude solid was triturated with hot acetone (400 mL) and dried at 60 C. for 2 hours to give 15 (16.4 g, 70%) as a pale yellow solid.
58% In 1,2-dichloro-ethane; tert-butyl alcohol; for 19h;Heating / reflux; 3-CHLORO-4- (3-FLUORO-BENZYLOXY)-PHENYLAMINE (3.1 g, 12 mmol) and 4-chloro-6-iodo- quinazoline (3.28 g, 11. 3 mmol) are dissolved in a 1 : 1 mixture of DCE : reaction mixture is REFLUXED for 19 hours. The product is isolated by suction filtration through sintered glass, washed with excess DCM, and air dried to afford 3.8 g (7. Ommol, 58%) of the clean desired material. <P>STEPF : (3- {4- [3-CHLORO-4- (3-FLUORO-BENZYLOXY)-PHENYLAMINO]-QUINAZOLIN-6-YL}-PROP-2-YNYL)- carbamic acid tert-butyl ester.
58% In 1,2-dichloro-ethane; tert-butyl alcohol; for 19h;Heating / reflux; Step E: [3-chloro-4-(3-fluoro-benzyloxy)-phenyl]-(6-iodo-quinazolin-4-yl)-amine hydrochloride salt. 3-Chloro-4-(3-fluoro-benzyloxy)-phenylamine (3.1 g, 12 mmol) and 4-chloro-6-iodo-quinazoline (3.28 g, 11.3 mmol) are dissolved in a 1:1 mixture of DCE:t-BuOH (56 ml). The reaction mixture is refluxed for 19 hours. The product is isolated by suction filtration through sintered glass, washed with excess DCM, and air dried to afford 3.8 g (7.0 mmol, 58%) of the clean desired material.
In water monomer; at 25 - 60℃; for 6h; KSM-01 l. lmol and KSM-02 Imole charge to the reactor followed by 15Vol water and allow to stir for 30min at 25-30C. Allow to heat for 5.5hrs at 55-60C and cool the reaction mass at 25-30C. Filter the reaction mass and suck dry well to get stage-01 of formula (P) as wet cake 2.5times (w/w). Yield: 2.15 (on dry basis w/w) HPLC purity: 99.187%.

  • 4
  • [ 63558-65-6 ]
  • [ 202197-26-0 ]
  • N-{3-chloro-4-[(3-fluorobenzyl)oxy]phenyl}-5-iodopyrimidin-4-amine hydrochloride [ No CAS ]
YieldReaction ConditionsOperation in experiment
86% In isopropyl alcohol; at 80℃; for 13h; To a stirred solution containing 2.0 g (8.33 mmol) of IODOCHLOROPYRIMIDINE and 20 mL of isopropanol was added 2.2 g (8.73 MMOL) of aniline. The reaction mixture was heated at 80C for 13h, then cooled to room temperature and filtered. The filter cake was washed with isopropanol, collected, and dried under reduced pressure to give the title compound as a tan solid (3.53g, 86%). 1H-NMR (300 MHz, DMSO-d6) ZU 4.56 (brs, 1H), 5.26 (s, 2H), 7.17 (dd, 1H, J = 8.1 and 8. 1 HZ), 7.24 (d, 1H, J = 9. 0Hz), 7.27-7. 32 (M, 2H), 7.39-7. 50 (m, 2H), 7.64 (d, 1H, J= 2.4Hz), 8.63 (s, 1H), 8.77 (s, 1H), and 9.31 (brs, 1H) ; ESIMS : 456.0 (M+H+).
  • 6
  • [ 98556-31-1 ]
  • [ 202197-26-0 ]
  • N-(3-chloro-4-((3-fluorobenzyl)oxy)phenyl)-6-iodoquinazolin-4-amine hydrochloride [ No CAS ]
YieldReaction ConditionsOperation in experiment
96% In isopropyl alcohol; for 3.5h;Inert atmosphere; Reflux; Under nitrogen, 4-chloro-6-iodo-quinazoline (0.6g, 2mmol) and 3-chloro-4- (3-fluoro-benzyloxy) aniline (0.5g, 2mmol) in isopropanol (15ml ) was stirred at reflux for 3.5h. Cooled to room temperature and filtered to give a yellow crystalline solid (1g, 96%).
96% In isopropyl alcohol; for 3.5h;Inert atmosphere; Reflux; Under nitrogen, 4-chloro-6-iodo-quinazoline (0.6g, 2mmol) and 3-chloro-4-(3-fluorobenzyloxy)aniline (0.5g, 2mmol) in isopropanol (15ml ) was stirred at reflux for 3.5h. Cooled to room temperature and filtered to give a yellow crystalline solid (1g, 96%).
In isopropyl alcohol; for 12h;Reflux; Step F: [3-chloro-4-(3-fluoro-benzyloxy)-phenyl]-(6-iodo-quinazolin- 4-yl)-aminehydrochloride salt (compound 1.6).[0107] 3-Chloro-4-(3-fluoro-benzyloxy)-phenylamine (3.1 g, 12 mmol) and 4-chloro-6-iodo- quinazoline (3.28 g, 11.3 mmol) were dissolved in isopropanol (50 ml). The reaction mixture was refluxed for 12 hours. The solid product was collected by filtration, washed with cold isopropanol (10 mL) and ether (20 mL), and air dried to afford 3.8 g of the clean desired material.
  • 7
  • [ 157981-60-7 ]
  • [ 202197-26-0 ]
  • [ 912354-48-4 ]
  • 8
  • [ 202197-26-0 ]
  • [ 56844-12-3 ]
  • 6-bromo-N-(3-chloro-4-((3-fluorobenzyl)oxy)phenyl)thieno[2,3-d]pyrimidin-4-amine hydrochloride [ No CAS ]
YieldReaction ConditionsOperation in experiment
In isopropyl alcohol; at 80℃; for 16h;Inert atmosphere; Compound 3 (867 mg, 3.47 mmol) was mixed with 3-chloro-4-((3-fluorobenzyl)oxy)aniline (1.05 g, 4.17 mmol), before i-PrOH (140 mL) was added under nitrogen atmosphere. The reaction mixture was agitated at 80 C for 16 h, cooled to rt and concentrated. The reaction residue was triturated with n-pentane (250 mL) and filtered to yield the crude product of 1v·HCl (1.60 g, 92%). A fraction of the crude product (400 mg) was purified by crystallization from DMF (2 mL) using water (1mL) as anti-solvent. This yielded 216 mg (0.431 mmol, 50%) of 1v as a grey solid
  • 9
  • [ 55496-69-0 ]
  • [ 202197-26-0 ]
  • N-(3-chloro-4-((3-fluorobenzyl)oxy)phenyl)-7-methoxy-6-nitroquinazolin-4-amine [ No CAS ]
YieldReaction ConditionsOperation in experiment
95% In isopropyl alcohol; at 60℃; for 3h; Step 3: N-(3-chloro-4-(3-fluorobenzyloxy)phenyl)-7-methoxy-6-nitroquinazoline-4-amine The 3-chloro-4-(3-fluorobenzyloxy)-aniline (2.82 g, 11.1 mmol), <strong>[55496-69-0]4-chloro-7-methoxy-6-nitroquinazoline</strong> (2.68 g, 11.2 mmol) were added into isopropanol (30 mL), stirred at 60 C. for 3 h. Then the solution was filtered, washed with isopropanol and dried, and the compound shown in the title (4.8 g, 95%) was obtained. 1H NMR (DMSO-d6): delta 10.94 (1H, br), 9.33 (1H, s), 8.79 (1H, s), 7.91 (1H, d, J=2.4 Hz), 7.64-7.61 (1H, m), 7.47-7.40 (2H, m), 7.31-7.27 (3H, m), 7.18-7.13 (1H, m), 5.25 (2H, s), 4.06 (3H, s).
  • 10
  • [ 405230-90-2 ]
  • [ 202197-26-0 ]
  • 2-N-[3-chloro-4-(3-fluorobenzyloxy)phenyl]-5-fluoro-3-nitropyridine-2,4-diamine [ No CAS ]
YieldReaction ConditionsOperation in experiment
71% With triethylamine; In dimethyl sulfoxide; at 150℃; for 24h; General procedure: To a solution of the pyridine 3 (300 mg, 1.73 mmol) [51] in absolute ethanol (10 mL) were added triethylamine (0.5 mL, 3.58 mmol) and the aniline 6 (500 mg, 1.99 mmol) [45] and the mixture was heated at reflux for 8 h. The solvent was vacuum evaporated, water was added to the residue and the precipitate was filtered, washed with water, dried and purified using silica gel column chromatography (dichloromethane) to give pure 7 (440 mg, 65%).
 

Related Products

Historical Records

Technical Information

Categories

Related Functional Groups of
[ 202197-26-0 ]

Fluorinated Building Blocks

Chemical Structure| 342042-82-4

A133245 [342042-82-4]

5-(Benzyloxy)-2-fluoroaniline

Similarity: 0.74

Chemical Structure| 443882-99-3

A102026 [443882-99-3]

2-Chloro-1-((3-fluorobenzyl)oxy)-4-nitrobenzene

Similarity: 0.74

Chemical Structure| 1003710-18-6

A388439 [1003710-18-6]

4-Amino-2-chloro-3-fluorophenol

Similarity: 0.73

Chemical Structure| 168268-00-6

A536804 [168268-00-6]

4-(Benzyloxy)-3-fluoroaniline

Similarity: 0.71

Chemical Structure| 1017777-58-0

A149156 [1017777-58-0]

2-Chloro-6-fluoro-3-methoxyaniline

Similarity: 0.70

Aryls

Chemical Structure| 342042-82-4

A133245 [342042-82-4]

5-(Benzyloxy)-2-fluoroaniline

Similarity: 0.74

Chemical Structure| 443882-99-3

A102026 [443882-99-3]

2-Chloro-1-((3-fluorobenzyl)oxy)-4-nitrobenzene

Similarity: 0.74

Chemical Structure| 5211-02-9

A141592 [5211-02-9]

3-Chloro-4-ethoxyaniline

Similarity: 0.73

Chemical Structure| 1003710-18-6

A388439 [1003710-18-6]

4-Amino-2-chloro-3-fluorophenol

Similarity: 0.73

Chemical Structure| 24900-79-6

A152958 [24900-79-6]

3-Chloro-4-(4-chlorophenoxy)aniline

Similarity: 0.72

Chlorides

Chemical Structure| 443882-99-3

A102026 [443882-99-3]

2-Chloro-1-((3-fluorobenzyl)oxy)-4-nitrobenzene

Similarity: 0.74

Chemical Structure| 5211-02-9

A141592 [5211-02-9]

3-Chloro-4-ethoxyaniline

Similarity: 0.73

Chemical Structure| 1003710-18-6

A388439 [1003710-18-6]

4-Amino-2-chloro-3-fluorophenol

Similarity: 0.73

Chemical Structure| 24900-79-6

A152958 [24900-79-6]

3-Chloro-4-(4-chlorophenoxy)aniline

Similarity: 0.72

Chemical Structure| 1017777-58-0

A149156 [1017777-58-0]

2-Chloro-6-fluoro-3-methoxyaniline

Similarity: 0.70

Ethers

Chemical Structure| 342042-82-4

A133245 [342042-82-4]

5-(Benzyloxy)-2-fluoroaniline

Similarity: 0.74

Chemical Structure| 443882-99-3

A102026 [443882-99-3]

2-Chloro-1-((3-fluorobenzyl)oxy)-4-nitrobenzene

Similarity: 0.74

Chemical Structure| 5211-02-9

A141592 [5211-02-9]

3-Chloro-4-ethoxyaniline

Similarity: 0.73

Chemical Structure| 24900-79-6

A152958 [24900-79-6]

3-Chloro-4-(4-chlorophenoxy)aniline

Similarity: 0.72

Chemical Structure| 168268-00-6

A536804 [168268-00-6]

4-(Benzyloxy)-3-fluoroaniline

Similarity: 0.71

Amines

Chemical Structure| 342042-82-4

A133245 [342042-82-4]

5-(Benzyloxy)-2-fluoroaniline

Similarity: 0.74

Chemical Structure| 5211-02-9

A141592 [5211-02-9]

3-Chloro-4-ethoxyaniline

Similarity: 0.73

Chemical Structure| 1003710-18-6

A388439 [1003710-18-6]

4-Amino-2-chloro-3-fluorophenol

Similarity: 0.73

Chemical Structure| 24900-79-6

A152958 [24900-79-6]

3-Chloro-4-(4-chlorophenoxy)aniline

Similarity: 0.72

Chemical Structure| 168268-00-6

A536804 [168268-00-6]

4-(Benzyloxy)-3-fluoroaniline

Similarity: 0.71