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[ CAS No. 1711-05-3 ] {[proInfo.proName]}

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Chemical Structure| 1711-05-3
Chemical Structure| 1711-05-3
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Product Details of [ 1711-05-3 ]

CAS No. :1711-05-3 MDL No. :MFCD00000673
Formula : C8H7ClO2 Boiling Point : No data available
Linear Structure Formula :- InChI Key :RUQIUASLAXJZIE-UHFFFAOYSA-N
M.W : 170.59 Pubchem ID :74374
Synonyms :

Calculated chemistry of [ 1711-05-3 ]      Expand+

Physicochemical Properties

Num. heavy atoms : 11
Num. arom. heavy atoms : 6
Fraction Csp3 : 0.12
Num. rotatable bonds : 2
Num. H-bond acceptors : 2.0
Num. H-bond donors : 0.0
Molar Refractivity : 43.12
TPSA : 26.3 ?2

Pharmacokinetics

GI absorption : High
BBB permeant : Yes
P-gp substrate : No
CYP1A2 inhibitor : Yes
CYP2C19 inhibitor : No
CYP2C9 inhibitor : No
CYP2D6 inhibitor : No
CYP3A4 inhibitor : No
Log Kp (skin permeation) : -5.21 cm/s

Lipophilicity

Log Po/w (iLOGP) : 2.03
Log Po/w (XLOGP3) : 3.0
Log Po/w (WLOGP) : 2.07
Log Po/w (MLOGP) : 1.71
Log Po/w (SILICOS-IT) : 2.33
Consensus Log Po/w : 2.23

Druglikeness

Lipinski : 0.0
Ghose : None
Veber : 0.0
Egan : 0.0
Muegge : 1.0
Bioavailability Score : 0.55

Water Solubility

Log S (ESOL) : -3.06
Solubility : 0.149 mg/ml ; 0.000872 mol/l
Class : Soluble
Log S (Ali) : -3.22
Solubility : 0.104 mg/ml ; 0.000607 mol/l
Class : Soluble
Log S (SILICOS-IT) : -3.08
Solubility : 0.141 mg/ml ; 0.000824 mol/l
Class : Soluble

Medicinal Chemistry

PAINS : 0.0 alert
Brenk : 1.0 alert
Leadlikeness : 1.0
Synthetic accessibility : 1.37

Safety of [ 1711-05-3 ]

Signal Word:Danger Class:8
Precautionary Statements:P261-P280-P305+P351+P338-P310 UN#:3265
Hazard Statements:H314-H335 Packing Group:Ⅱ
GHS Pictogram:

Application In Synthesis of [ 1711-05-3 ]

* 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 [ 1711-05-3 ]

[ 1711-05-3 ] Synthesis Path-Downstream   1~11

  • 1
  • [ 1081-04-5 ]
  • [ 1711-05-3 ]
  • [ 1448314-56-4 ]
  • 2
  • [ 35613-44-6 ]
  • [ 1711-05-3 ]
  • C17H17NO4 [ No CAS ]
  • 3
  • [ 52562-19-3 ]
  • [ 1711-05-3 ]
  • 3-methoxy-N-(2-(prop-1-en-2-yl)phenyl)benzamide [ No CAS ]
  • 4
  • [ 492-30-8 ]
  • [ 1711-05-3 ]
  • 3,5-di-O-(3-methoxybenzoyl)-2-C-methyl-D-ribono-γ-lactone [ No CAS ]
YieldReaction ConditionsOperation in experiment
40% With triethylamine; In ethyl acetate; for 2h;Cooling with ice; The 2-C-methyl-D- ribotide -1,4-lactone (1.62g, 10mmoL) suspended in 40 ml of ethyl acetate, under the condition of ice bath, by adding 3-methoxy benzoyl chloride (3.40g, 20mmoL, 2eq), slowly add triethylamine (3.0 ml, 22mmoL, 2.2eq), 2 hours to drop end, stirring overnight. Filtering, with 20 ml ethyl acetate wash the filter cake, combined with the phase, with saturated sodium bicarbonate, 1M dilute hydrochloric acid and saturated salt water washing, drying by anhydrous magnesium sulphate. Concentrated after filtering, column separation to obtain 1.72g colorless oily, yield 40percent.
With triethylamine; In ethyl acetate;Cooling with ice; General procedure: General procedure (A) for the acylation: 2-C-methyl-D-ribono-gamma-lactone 1 (1.62 g, 10.0 mmol) was suspended in ethyl acetate (20 mL), followed by the addition of acyl chloride (2.6 g, 20 mmol, 2 eq) under ice bath. To this solution was slowly added triethylamine (3.0 mL, 22 mmol, 2.2 eq), and the reaction mixture was stirred overnight. The insoluble substance was filtrated away, and washed with ethyl acetate (20 mL). The combined filtrate was washed with saturated NaHCO3 solution (20 mL), 1 M HCl (20 mL x 2) and brine (20 mL), respectively, then dried over Na2SO4 and concentrated. The obtained residue was purified by silca column chromatography or slurryed with toluene/petroleum ether to afford 2.
  • 5
  • [ 1818-27-5 ]
  • [ 1711-05-3 ]
  • 6,7-dihydroxy-2-(30-methoxyphenyl) chromone [ No CAS ]
  • 6
  • [ 1818-27-5 ]
  • [ 1711-05-3 ]
  • C24H18O7 [ No CAS ]
  • 7
  • [ 6398-87-4 ]
  • [ 1711-05-3 ]
  • N-(3-formylphenyl)-3-methoxybenzamide [ No CAS ]
YieldReaction ConditionsOperation in experiment
61% General procedure: To a stirred solution of compound 4 (0.50 g, 3 mmol) in 15 mLdichloromethane, pyridine (0.24 mL, 3 mmol) and correspondingbenzoyl chloride (3 mmol) were added at 0 C. The reaction mixturewas stirred for 30 min, after which it was washed with10 mL 4 N aqueous HCl solution and 10 mL saturated sodium chloridesolution. The organic layer was dried with anhydrous MgSO4and concentrated. The residue was dissolved in 20 mL dioxaneand then 15 mL of a 4 N aqueous HCl solution was added at roomtemperature. The reaction mixture was stirred at 50 C for 30 minafter which it was extracted with ethyl acetate (50 mL 3). Theextract was washed with saturated sodium chloride solution anddried with anhydrous MgSO4. After concentration, column chromatographyof the residue on silica gel (eluent PE/EA 7:1) generatedcompounds 5a-o. The spectral data are summarized in theSupplementary Information.
  • 8
  • [ 34589-97-4 ]
  • [ 1711-05-3 ]
  • C17H17NO4 [ No CAS ]
YieldReaction ConditionsOperation in experiment
General procedure: Pyridine (4 mL) was added to 2- methoxybenzoylmethylammonium chloride (8a)/benzoylmethylammonium chloride (8b) salt (0.5 mmol) and stirred for 10 min at room temperature. To this mixture, above corresponding acid chloride was added slowly and stirred for 1 h under nitrogen atmosphere. After completion of the reaction, water (4 mL) was added, neutralized with 3 N HCl, and extracted with EtOAc (2 × 20 mL). The combined organic layer was washed with water (2 × 15 mL), brine (15 mL), dried over anhydrous Na2SO4, and concentrated in vacuo. To this crude, acetic anhydride (3 mL) followed by conc. H2SO4 (0.1 mL) were added at room temperature and the mixture was stirred at 90C for 1 h. After completion of the reaction, cooled to room temperature, H2O (5 mL) was added. The mixture was neutralized with saturated aqueous NaHCO3 and extracted with EtOAc (2 × 25 mL). The combined organic layer was washed with water (2 × 15 mL), brine (15 mL), dried over anhydrous Na2SO4, and concentrated in vacuo. The crude was purified by column chromatography (EtOAc:hexane = 1:3) to afford the pure oxazole product.
  • 9
  • [ 1711-05-3 ]
  • [ 33332-28-4 ]
  • N-(6-chloropyrazin-2-yl)-3-methoxybenzamide [ No CAS ]
YieldReaction ConditionsOperation in experiment
27% General procedure: A mixture of dry dichloromethane (DCM, 2 mL) and dry pyridine (475 mg, 6 mmol, 3 molarequiv) was put into 25 mL round-bottom flask, closed with a stopper and cooled in a freezer forapproximately 15 min. A selected benzoyl chloride (2.4 mmol, 1.2 equiv) was diluted with dry DCM(5 mL) and added dropwise to the cooled (ice bath) pyridine/DCM mixture under stirring, and the mixture was stirred for additional 5 min in the closed flask. 2-Aminopyrazine (190 mg, 2 mmol,1 equiv) or 6-chloropyrazin-2-amine (259 mg, 2 mmol, 1 equiv) was dissolved in DCM (2 mL) andadded dropwise to the cooled reaction mixture over 10 min upon stirring. After additional 15 min,the reaction was removed from the ice bath and stirred at laboratory temperature. The progress ofreaction was monitored by TLC (silica plates, 33percent EtOAc in hexane). After 2 h, no significant furtherincrease in the spot of the product was observed, so the reaction was ended and worked-up.The reaction mixture was adsorbed on silica (4 g) by evaporating the solvents underreduced pressure. The mixture on silica was used for solid loading the flash chromatographypre-column. The separation used the following conditions: manually filled silica column (30 g),continuous gradient elution 0?50percent EtOAc in hexane, flow rate 35 mL/min, detection wavelength280 nm, monitoring wavelength 260 nm. Fractions containing pure product were combined andsolvents were evaporated under reduced pressure to yield solid product. If needed, the productswere recrystallized from hot EtOH, the crystallization was induced by cooling and addition of water.The products were isolated as white solids. In several cases, the final products were still contaminatedwith non-specified impurity of brown color. This impurity was easily removed by dispersing theproduct in small amount of hexane and immersion of a vertical piece of filtration paper into thisdispersion. The impurity was soluble in hexane and rose by capillary action to the filtration paper.
  • 10
  • [ 116668-47-4 ]
  • [ 1711-05-3 ]
  • C19H15NO4 [ No CAS ]
  • 11
  • [ 1593-60-8 ]
  • [ 1711-05-3 ]
  • N-((3-methoxybenzoyl)oxy)-4-methylbenzenesulfonamide [ No CAS ]
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Technical Information

? Acyl Group Substitution ? Alkyl Halide Occurrence ? Baeyer-Villiger Oxidation ? Barbier Coupling Reaction ? Baylis-Hillman Reaction ? Benzylic Oxidation ? Birch Reduction ? Blanc Chloromethylation ? Bucherer-Bergs Reaction ? Catalytic Hydrogenation ? Clemmensen Reduction ? Complex Metal Hydride Reductions ? Corey-Bakshi-Shibata (CBS) Reduction ? Corey-Chaykovsky Reaction ? Fischer Indole Synthesis ? Friedel-Crafts Reaction ? General Reactivity ? Grignard Reaction ? Henry Nitroaldol Reaction ? Hiyama Cross-Coupling Reaction ? Horner-Wadsworth-Emmons Reaction ? Hydride Reductions ? Hydrogenolysis of Benzyl Ether ? Kinetics of Alkyl Halides ? Kumada Cross-Coupling Reaction ? Lawesson's Reagent ? Leuckart-Wallach Reaction ? McMurry Coupling ? Meerwein-Ponndorf-Verley Reduction ? Nomenclature of Ethers ? Passerini Reaction ? Paternò-Büchi Reaction ? Petasis Reaction ? Peterson Olefination ? Pictet-Spengler Tetrahydroisoquinoline Synthesis ? Preparation of Aldehydes and Ketones ? Preparation of Alkylbenzene ? Preparation of Amines ? Preparation of Ethers ? Prins Reaction ? Reactions of Aldehydes and Ketones ? Reactions of Alkyl Halides with Reducing Metals ? Reactions of Amines ? Reactions of Benzene and Substituted Benzenes ? Reactions of Ethers ? Reformatsky Reaction ? Robinson Annulation ? Rosenmund Reduction ? Schlosser Modification of the Wittig Reaction ? Schmidt Reaction ? Specialized Acylation Reagents-Ketenes ? Stille Coupling ? Stobbe Condensation ? Substitution and Elimination Reactions of Alkyl Halides ? Suzuki Coupling ? Tebbe Olefination ? Ugi Reaction ? Vilsmeier-Haack Reaction ? Wittig Reaction ? Wolff-Kishner Reduction
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; ;