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 0 Sign in  

[ CAS No. 870234-98-3 ] {[proInfo.proName]}

,{[proInfo.pro_purity]}
Cat. No.: {[proInfo.prAm]}
Chemical Structure| 870234-98-3
Chemical Structure| 870234-98-3
Structure of 870234-98-3 * Storage: {[proInfo.prStorage]}

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

Cart0 Add to My Favorites Add to My Favorites Bulk Inquiry Inquiry Add To Cart

Search after Editing

* Storage: {[proInfo.prStorage]}

* Shipping: {[proInfo.prShipping]}

Quality Control of [ 870234-98-3 ]

Related Doc. of [ 870234-98-3 ]

Alternatived Products of [ 870234-98-3 ]
Product Citations

Product Details of [ 870234-98-3 ]

CAS No. :870234-98-3 MDL No. :MFCD07368235
Formula : C6H3F2NO Boiling Point : -
Linear Structure Formula :- InChI Key :RLAOKDGTZKSUJB-UHFFFAOYSA-N
M.W : 143.09 Pubchem ID :11651170
Synonyms :

Safety of [ 870234-98-3 ]

Signal Word:Warning Class:N/A
Precautionary Statements:P305+P351+P338 UN#:N/A
Hazard Statements:H319 Packing Group:N/A
GHS Pictogram:

Application In Synthesis of [ 870234-98-3 ]

* 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 [ 870234-98-3 ]

[ 870234-98-3 ] Synthesis Path-Downstream   1~16

  • 1
  • [ 924649-14-9 ]
  • [ 870234-98-3 ]
  • 2
  • [ 870234-98-3 ]
  • [ 109-97-7 ]
  • 5,10,15,20-tetrakis(3,5-difluoropyridin-4-yl)-porphyrin [ No CAS ]
  • 3
  • [ 924649-13-8 ]
  • [ 870234-98-3 ]
  • 4
  • (3,5-difluoro-pyridin-4-yl)methanol [ No CAS ]
  • [ 870234-98-3 ]
  • 7
  • [ 870234-98-3 ]
  • [ 56961-99-0 ]
  • [ 947532-84-5 ]
YieldReaction ConditionsOperation in experiment
50% With ammonium acetate; In acetic acid; for 4h;Heating / reflux; Step 5: 6-chloro-2-(3,5-difluoropyridin-4-yl)-lH-phenanthro[9,10-</]irnidazoleA mixture of 3-chlorophenanthrene-9,10-dione (150 mg, 0.62 mmol) from Step 4 above, ammonium acetate (478 mg, 6.2 mmol) and <strong>[870234-98-3]3,5-difluoroisonicotinaldehyde</strong> (151 mg, 0.74 mmol) in acetic acid (5 mL) was heated at reflux for 4 hours. The mixture was then cooled to room temperature, poured into water and stirred for 10 minutes. The crude product was collected by filtration and then purified by flash chromatography on silica (5-20% acetone in methylene chloride) to afford 6-chloro-2-(3,5- difluoropyridin-4-yl)-lH-phenanthro[9,10-</]imidazole (1 15 mg, 50%). l? NMR ? (ppm)(400 MHz, DMSO-d6): 14.0 (1 H, bs), 9.0-8.87 (2 H, m), 8.82 (2 H, s), 8.6-8.5 (2 H, m), 7.87-7.65 (3 H, m).
  • 8
  • [ 107-31-3 ]
  • [ 71902-33-5 ]
  • [ 870234-98-3 ]
YieldReaction ConditionsOperation in experiment
81% Example 113A 3,5-Difluoroisonicotinaldehyde Under argon and at -70° C., 44 ml of 2.5 M n-butyllithium solution in n-hexane (110 mmol, 1.1 equivalent) were slowly added dropwise to 15.4 ml of diisopropylamine (110 mmol, 1.1 equivalent) in 23 ml of THF. The solution formed was warmed to 0° C. and stirred at this temperature for 30 min. The reaction mixture was then brought to -70° C. and diluted with 23 ml of THF, and 11.5 g of <strong>[71902-33-5]3,5-difluoropyridine</strong> (100 mmol, 1 equivalent) dissolved in 72 ml of THF, were added dropwise. The mixture was stirred at -70° C. for 30 min. 12.4 ml of methyl formate (200 mmol, 2 equivalent), dissolved in 23 ml of THF, were then slowly added dropwise. After 1.5 h at -70° C., the reaction solution was quickly poured into 230 ml of saturated aqueous sodium bicarbonate solution and extracted with a total of 460 ml of ethyl acetate. The combined organic phases were washed twice with in each case 115 ml of saturated aqueous sodium bicarbonate solution and twice with saturated aqueous sodium chloride solution, dried over sodium sulphate and concentrated using a rotary evaporator. This gave 11.6 g (81percent of theory) of the title compound which were directly reacted further. GC-MS (Method 14): Rt=1.82 min MS (ESpos): m/z=144.0 (M+H)+ 1H-NMR (400 MHz, DMSO-d6): delta=8.75 (br. s, 2H), 10.24 (br. s, 1H).
81% Example 25A 3,5-Difluoroisonicotinaldehyde Under argon and at -70° C., 44 ml of 2.5 M n-butyllithium solution in n-hexane (110 mmol, 1.1 equivalents) were slowly added dropwise to 15.4 ml of diisopropylamine (110 mmol, 1.1 equivalents) in 23 ml of THF. The resulting solution was warmed to 0° C. and stirred at this temperature for 30 min. The reaction mixture was then cooled to -70° C. and diluted with 23 ml of THF, and 11.5 g of <strong>[71902-33-5]3,5-difluoropyridine</strong> (100 mmol, 1 equivalent), dissolved in 72 ml THF, were then added dropwise. The mixture was stirred at -70° C. for a further 30 min 12.4 ml of methyl formate (200 mmol, 2 equivalents), dissolved in 23 ml of THF, were then slowly added dropwise. After 1.5 h at -70° C., the reaction solution was slowly poured into 230 ml of saturated aqueous sodium bicarbonate solution and extracted with a total of 460 ml of ethyl acetate. The combined organic phases were washed twice with in each case 115 ml of saturated aqueous sodium bicarbonate solution and twice with saturated aqueous sodium chloride solution, dried over sodium sulphate and concentrated on a rotary evaporator. This gave 11.6 g (81percent of theory) of the title compound, which were directly reacted further. GC-MS (Method 14): Rt=1.82 min MS (ESpos): m/z=144.0 (M+H)+ 1H-NMR (400 MHz, DMSO-d6): delta=8.75 (br. s, 2H), 10.24 (br. s, 1H).
52% Compound 13A: LDA (68 ml, 478 mmol) and THF (500 ml) were cooled to 0° C. while stirring under nitrogen and n-BuLi (192 ml, 478 mmol, 2.5 M in hexanes) was added dropwise. After 30 min, the mixture was cooled to -78° C. (dry ice/acetone bath) and <strong>[71902-33-5]3,5-difluoropyridine</strong> (50 g, 434 mmol) dissolved in 500 ml of THF was added dropwise while maintaining the temperature below -69° C. After 4 h, methyl formate (54 ml, 868 mmol) dissolved in 135 ml of THF was added dropwise (completed addition in 1.25 h). In a separate flask, 1 L sat. NaHCO3 was cooled to 0° C. while stirring. The reaction mixture was added to the NaHCO3 solution while stirring and the mixture was allowed to warm to room temperature. The organic layer was separated and the water layer was extracted with ethyl acetate (4.x., 250 mL). The combined organic extracts were washed with sat. brine, dried over Na2SO4 and concentrated to obtain a dark purple oil. Purification using flash column chromatography gave 32.5 g (52percent yield) of compound 13A.
7.85 g PREPARATION EXAMPLE 10: N-rri -(3.5-difluoro-4-DyridvncvcloDroDyllmethyll-2- (trifluoromethyl)pyridine-3-carboxamide (Compound A126)Step 1 : <strong>[71902-33-5]3,5-difluoropyridine</strong>-4-carbaldehvdeAt 0°C A solution of LDA 2M in THF (47.792 mL, 95.58 mmol) was diluted with 50mL THF. It was cooled down to -78°C, then a solution of 3,5-Difluoropyridine (7.886 mL, 86.89 mmol) in 100mL THF was added dropwise while maintening the temperature below -70°C, (complete addition in 20 min). It gave a yellow suspension. The reaction mixture was stirred 3h at -78°C. A solution of Methyl formate (10.8 mL, 173.79 mmol) in 25mL THF was added dropwise in 15 min. The reaction mixture became a pale yellow solution. It was stirred 45 min at -75°C and then transferred via cannula to a stirred solution of 100mL sat aq NaHC03 held at about 0°C. It was extracted twice with EtOAc and the combined organic phases were washed with brine and dried with IS^SC^. The solvent was evaporated (165mbar, 30°C), 36.7 g of residue were obtained as a yellow liquid. The crude product was purified by flash chromatography (Solvent: CH2CI2). The product was isolated as a pale yellow oil (7.85 g), which crystallized upon standing.1H-NMR (CDCI3): 10.4 (s, 1 H), 8.57 (s, 2H).
With diisopropylamine; Example 25A 3,5-Difluoroisonicotinaldehyde Under argon and at -70° C., 44 ml of 2.5 M n-butyllithium solution in n-hexane (110 mmol, 1.1 equivalents) were slowly added dropwise to 15.4 ml of diisopropylamine (110 mmol, 1.1 equivalents) in 23 ml of THF. The resulting solution was warmed to 0° C. and stirred at this temperature for 30 min. The reaction mixture was then cooled to -70° C. and diluted with 23 ml of THF, and 11.5 g of <strong>[71902-33-5]3,5-difluoropyridine</strong> (100 mmol, 1 equivalent), dissolved in 72 ml THF, were then added dropwise. The mixture was stirred at -70° C. for a further 30 min. 12.4 ml of methyl formate (200 mmol, 2 equivalents), dissolved in 23 ml of THF, were then quickly added dropwise. After 1.5 h at -70° C., the reaction solution was quickly poured into 230 ml of saturated aqueous sodium bicarbonate solution and extracted with a total of 460 ml of ethyl acetate. The combined organic phases were washed twice with in each case 115 ml of saturated aqueous sodium bicarbonate solution and twice with saturated aqueous sodium chloride solution, dried over sodium sulphate and concentrated. This gave 11.6 g (81percent of theory) of the title compound, which were directly reacted further. GC-MS (Method 14): Rt=1.82 min MS (ESpos): m/z=144.0 (M+H)+ 1H-NMR (400 MHz, DMSO-d6): delta=8.75 (br. s, 2H), 10.24 (br. s, 1H).
3,5-Difluoro-pyridine-4-carboxaldehyde Diisopropylamine (13.4 mL, 95.6 mmol) in THF (40 mL) was stirred at about 0 °C under an atmosphere of nitrogen and n-butyllithium (1.6M in hexanes, 60 mL, 96 mmol) was added while maintaining reaction temperature below about 10 °C. The mixture was stirred for about 30 minutes at about 0 °C and then was diluted with THF (150 mL) and cooled to about-78 °C. A solution of <strong>[71902-33-5]3,5-difluoro-pyridine</strong> (10.0 g, 86.9 mmol) in THF (100 mL) was added dropwise while maintaining the reaction temperature below about-75 °C. The solution was stirred at about-78 °C for about 1 hour and a solution of methyl formate (10.7 mL, 174 mmol) in THF (30 mL) was added over about 30 minutes. The mixture was stirred for about 0.75 hr and then transferred via cannula to a stirred solution of saturated aqueous NaHC03 (200 mL) held at about 0 °C. The product was extracted with EtOAc (100 mL) and the combined organic extracts were washed with saturated aqueous brine solution (2 x 100 mL) and dried over anhydrous magnesium sulfate. The solvent was removed under reduced pressure (165 mbar, bath temperature about 30 °C). The crude material was purified by flash chromatography on silica gel using DCM as the mobile phase. Fractions containing the desired product were combined and concentrated under reduced pressure. Crystallization from heptane afforded 3,S-difluoro-pyridine-4-carboxaldehyde as an off-white solid (4.44 g, 31.0 mmol) ; (at)H NMR (DMSO-d6, 300 MHz) 10.23 (s, 1H), 8.75 (s, 2H) ; RP-HPLC (Table 1, Method m) Rt 0.62 min.

  • 9
  • [ 870234-98-3 ]
  • C6H5F2N3 [ No CAS ]
YieldReaction ConditionsOperation in experiment
With hydrazine; In 1-methyl-pyrrolidin-2-one; at 0 - 20℃; Compound 13B: To a solution of <strong>[870234-98-3]3,5-difluoroisonicotinaldehyde</strong> (10.15 g, 70.60 mmol) in NMP (50 ml) at 0 C. was added anhydrous hydrazine (2.3 ml, 70.69 mmol) dropwise. The reaction solution was stirred at R.T. for 2 hrs (monitored by LC-MS for completion of reaction to hydrazone). The reaction mixture was then heated at 140 C. overnight for conversion to the indazole (monitored by LC-MS for completion of reaction). Cyclopropylsulfinic acid sodium salt (18.1 g, 141.38 mmol) was then added to the reaction mixture and it was heated at 180 C. overnight. When reaction was complete (monitored by LC-MS), the reaction mixture was concentrated using a high vacuum pump to remove NMP and then extracted into ethyl acetate. The organic layer was washed with water and any solid obtained was filtered through celite. The combined organic layers were washed with H2O, dried over MgSO4, filtered, and concentrated in vacuo. The oil was purified by flash column chromatography (80% EtOAc in hexanes to 100% EtOAc) to yield 5.492 g (54% yield) of compound 13B. [M+H] calc'd for C9H9N3O2S 224.2; found, 224.25.
  • 10
  • [ 870234-98-3 ]
  • (3,5-difluoro-pyridin-4-yl)methanol [ No CAS ]
YieldReaction ConditionsOperation in experiment
81% With methanol; sodium tetrahydroborate; at 20℃; for 2h; Example 114A (3,5-Difluoropyridine-4-yl)methanol At RT, 11.60 g of <strong>[870234-98-3]3,5-difluoroisonicotinaldehyde</strong> (Example 113A, 81 mmol, 1 equivalent), dissolved in 100 ml of methanol, were added to 3.68 g of sodium borohydride (97.3 mmol, 1.2 equivalent) in 200 ml of methanol. After the evolution of gas had ceased (about 2 h), 200 ml of saturated aqueous sodium chloride solution were added and the mixture was extracted twice with in each case 200 ml of ethyl acetate. The combined organic phases were dried over sodium sulphate and concentrated. This gave 9.5 g (81% of theory) of the title compound. LC-MS (Method 2): Rt=0.28 min MS (ESpos): m/z=146 (M+H)+ 1H-NMR (400 MHz, DMSO-d6): δ=4.56 (d, 2H), 5.56 (t, 1H), 8.51 (s, 2H).
81% With sodium tetrahydroborate; In methanol; at 20℃; for 2h; Example 26A (3,5-Difluoropyridin-4-yl)methanol At RT, 11.60 g of <strong>[870234-98-3]3,5-difluoroisonicotinaldehyde</strong> (Example 25A, 81 mmol, 1 equivalent), dissolved in 100 ml of methanol, were added to 3.68 g of sodium borohydride (97.3 mmol, 1.2 equivalents) in 200 ml of methanol. After the evolution of gas had ended (about 2 h), 200 ml of saturated aqueous sodium chloride solution were added and the mixture was extracted twice with in each case 200 ml of ethyl acetate. The combined organic phases were dried over sodium sulphate and concentrated. This gave 9.5 g (81% of theory) of the title compound. LC-MS (Method 2): Rt=0.28 min MS (ESpos): m/z=146 (M+H)+ 1H-NMR (400 MHz, DMSO-d6): δ=4.56 (d, 2H), 5.56 (t, 1H), 8.51 (s, 2H).
73% With methanol; sodium tetrahydroborate; for 1h;Inert atmosphere; Intermediate 8: (3,5-difluoro-4-pyridinyl)methanol Title compound was prepared by a method analogous to that described for Intermediate 7, replacing 3,4-difluoro-2-pyridinecarbaldehyde with 3,5-difluoro-4-pyridinecarbaldehyde (FRONTIER) and using MeOH as solvent. (200 mg, 1.398 mmol, 73% yield). 1H NMR (400 MHz, DMSO-d6) δ ppm: 8.51 (s, 2H), 5.55 (t, 1H), 4.55-4.57 (m, 2H). [ES+MS] m/z 146 (MH+).
With methanol; sodium tetrahydroborate; at 0 - 20℃; for 6h; To a solution of sodium borohydride (198 mg, 5.2 mmol) in anhydrous methanol (8 mL) was added a solution of <strong>[870234-98-3]3,5-difluoropyridine-4-carbaldehyde</strong> (0.5 g, 3.5 mmol) in anhydrous methanol (2 mL) at O0C. The mixture was stirred for 6 hours at room temperature. Water was added, and the mixture was extracted 3 times with ethyl acetate. The organic phase was washed with brine and dried over sodium sulfate.After evaporation of the solvent, (3,5-difluoropyridin-4-yl)methanol was obtained and used in the next step without purification; 1H NMR (400 MHz, CDCl3): δ 2.25 (bs, IH), 4.85 (s, 2H), 8.36 (s, 2H).
203 mg With methanol; sodium tetrahydroborate; at 0 - 20℃; for 5h; Step 2: (3,5-difluoro-4-pyridyl)methanolNaBH4 (0.0788 g, 2.08 mmol) was dissolved in 3.2ml_ MeOH (H2-formation). At 0C a solution of <strong>[870234-98-3]3,5-difluoropyridine-4-carbaldehyde</strong> (0.200 g, 1 .40 mmol) in 0.8ml_ MeOH was added dropwise (H2-formation). The reaction mixture was stirred 5h at rt. Water was added dropwise and the mixture was extracted 3 times with EtOAc. The combined organic phases were washed with brine. The organic phase was dried with Na2SC>4 , filtrated and the filtrate evaporated. The desired product was obtained as a white solid (203 mg), 1H-NMR (CDCIs): 8.37 (s, 2H), 4.83 (s, 2H), 2.20 (bs, 1 H).
With sodium tetrahydroborate; Example 26A (3,5-Difluoropyridin-4-yl)methanol At RT, 11.60 g of <strong>[870234-98-3]3,5-difluoroisonicotinaldehyde</strong> (Example 25A, 81 mmol, 1 equivalent), dissolved in 100 ml of methanol, were added to 3.68 g of sodium borohydride (97.3 mmol, 1.2 equivalents) in 200 ml of methanol. After the evolution of gas had ended (about 2 h), 200 ml of saturated aqueous sodium chloride solution were added and the mixture was extracted twice with in each case 200 ml of ethyl acetate. The combined organic phases were dried over sodium sulphate and concentrated. This gave 9.5 g (81% of theory) of the title compound. LC-MS (Method 2): Rt=0.28 min MS (ESpos): m/z=146 (M+H)+ 1H-NMR (400 MHz, DMSO-d6): δ=4.56 (d, 2H), 5.56 (t, 1H), 8.51 (s, 2H).
With sodium tetrahydroborate; In methanol; at 0℃; for 1h; A solution of 3, 5-difluoropyridine-4-carbaldehyde (500 mg, 3.49 mmol, 1 .00 equiv) in methanol (10 mL) was cooled to 0 C, treated with aBH4 (133 mg, 3.52 mmol, 1.01 equiv), and stirred for 1 h at 0 C. The reaction was then quenched by the additio of 10 mL of water, concentrated under vacuum, extracted with 2x15 mL of ethyl acetate and the organic layers combined and concentrated under vacuum. The residue was applied onto a. silica gel column with ethyl acetate/petroleum ether (1 :3) to give the title compound as a yellow solid. Mass spectrum (ESI, m/z): Calcd. for C6H5F2NO, 146.0 (M+H), found 146.0.

  • 11
  • [ 68-12-2 ]
  • [ 71902-33-5 ]
  • [ 870234-98-3 ]
YieldReaction ConditionsOperation in experiment
With lithium hexamethyldisilazane; In tetrahydrofuran; at -30 - -15℃; for 1h;Industry scale; EXAMPLE 1 : 3,5-Difiuoroisonicotinaldehyde [0084] Anhydrous DMF (2.0 L) and anhydrous THF (5.0 L) were combined and the resulting mixture was cooled to -20°C. LiHMDS (10.4 L, 1.2 equiv) was added while maintaining the temperature between -15 and -25°C. The mixture was cooled to -30°C and then <strong>[71902-33-5]3,5-difluoropyridine</strong> (1.0 kg, 8.69 mol) was added while maintaining the temperature between -20° and -25°C. After one hour, the reaction mixture was added to a mixture of brine (4.0 kg NaCl in 16 L of DI water), THF (10 L), and concentrated aqueous HC1 (2.2 L) at 0°C. The mixture was stirred for one hour and then the layers were separated. The pH of the aqueous layer was adjusted to about 7.5 with 2 N HC1 solution (about 100 mL) and was extracted with MTBE/THF (1 : 1, 10 L). The organic layers were combined, washed with brine (1.0 kg NaCl in 4 L of DI water), and concentrated under reduced pressure to give the title compound as a yellow-orange, oily slurry.
  • 12
  • [ 870234-98-3 ]
  • [ 1373168-65-0 ]
YieldReaction ConditionsOperation in experiment
With hydrazine hydrate; In water; at 0 - 55℃; for 58h;Industry scale; EXAMPLE 2: 4-Fluoro-lH-pyrazolo[3,4-c]pyridine [0086] Crude <strong>[870234-98-3]3,5-difluoroisonicotinaldehyde</strong> (2.0 kg) was suspended in DI water (6.0 L) and stirred to form a slurry. Hydrazine monohydrate (8.0 L) was cooled to a temperature of 10 to 15C. The <strong>[870234-98-3]3,5-difluoroisonicotinaldehyde</strong>/water slurry was slowly transferred to the hydrazine monohydrate to keep the internal temperature below 25C. When the addition was complete, the mixture was gradually brought to 55C and was stirred at 55C for 40 hours and was then cooled to 0C and stirred for 18 hours before being filtered. The filter cake was washed with water (2 x 1.0 L) and was dried under vacuum (< 3 in. Hg) at 35 to 40C for 24 hours to give a first crop of the title compound as an orange solid (884 g). The filtrate was extracted three times with 2-methyl THF (6.0 L). The organic layers were combined, washed with brine (4.0 L), and concentrated by rotary evaporation to give a residue which was slurried in a mixture of EtO Ac/heptane (3:2, 4.0 L) for three hours. The slurry was filtered. The filter cake was washed with a mixture of EtO Ac/heptane (3:2, 2 x 1.0 L) and dried under vacuum (< 3 in. Hg) at 35 - 40C for 24 hours to give a second crop of the title compound (206 g).
  • 13
  • [ 870234-98-3 ]
  • [ 1196875-87-2 ]
  • 14
  • [ 870234-98-3 ]
  • [ 1196874-60-8 ]
  • 15
  • [ 870234-98-3 ]
  • C19H25N3O5S [ No CAS ]
  • 16
  • [ 870234-98-3 ]
  • [ 1373168-71-8 ]
Recommend Products
Same Skeleton Products

Technical Information

Historical Records
; ;