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CAS No.: | 184475-71-6 |
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Name: | 4-(3-Chloro-4-fluorophenylamino)-7-methoxyquinazolin-6-ol |
Article Data: | 51 |
Molecular Structure: | |
Formula: | C15H11ClFN3O2 |
Molecular Weight: | 319.723 |
Synonyms: | 4-(3-Chloro-4-fluoroanilino)-6-hydroxy-7-methoxyquinazoline;4-(3-Chloro-4-fluorophenylamino)-6-hydroxy-7-methoxyquinazoline;N-(3-Chloro-4-fluorophenyl)-6-hydroxy-7-methoxyquinazolin-4-amine; |
EINECS: | 1806241-263-5 |
Density: | 1.49 g/cm3 |
Melting Point: | >260 °C (dec.) |
Boiling Point: | 478.809 °C at 760 mmHg |
Flash Point: | 243.375 °C |
Appearance: | tan solid |
PSA: | 67.27000 |
LogP: | 3.95310 |
4-((3-chloro-4-fluorophenyl)amino)-7-methoxyquinazolin-6-yl acetate
4-(3-chloro-4-fluorophenylamino)-6-hydroxy-7-methoxyquinazoline
Conditions | Yield |
---|---|
With ammonium hydroxide In methanol at 20℃; for 13h; Inert atmosphere; | 99% |
With sodium methylate In methanol for 3h; Reflux; | 95.3% |
With methanol; ammonium hydroxide at 20℃; for 3h; | 95% |
3-chloro-4-fluorophenylamine
N,N-dimethyl-formamide dimethyl acetal
4-(3-chloro-4-fluorophenylamino)-6-hydroxy-7-methoxyquinazoline
Conditions | Yield |
---|---|
With acetic acid In toluene at 65℃; for 7h; Solvent; Temperature; Concentration; Reagent/catalyst; Inert atmosphere; | 97% |
4-(3-chloro-4-fluorophenylamino)-6-hydroxy-7-methoxyquinazoline
Conditions | Yield |
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Stage #1: 4-[(3-chloro-4-fluorophenyl)amino]-7-methoxyquinazolin-6-yl acetate hydrochloride With lithium hydroxide; water In methanol at 20℃; for 0.5h; Stage #2: With acetic acid In methanol; water | 94% |
With lithium hydroxide; water In methanol at 20℃; for 0.5h; | 94% |
Stage #1: 4-[(3-chloro-4-fluorophenyl)amino]-7-methoxyquinazolin-6-yl acetate hydrochloride With methanol; lithium hydroxide; water at 20℃; for 0.5h; Stage #2: With acetic acid In water | 94% |
6-(benzyloxy)-N-(3-chloro-4-fluorophenyl)-7-methoxyquinazolin-4-amine
4-(3-chloro-4-fluorophenylamino)-6-hydroxy-7-methoxyquinazoline
Conditions | Yield |
---|---|
With methanesulfonic acid In chloroform for 5h; Reflux; | 91% |
With trifluoroacetic acid at 75℃; for 4h; | 90% |
With palladium 10% on activated carbon; hydrogen In methanol under 3102.97 Torr; for 24h; | 82% |
N,N'-bis(3-chloro-4-fluorophenyl)formamidine
4-(3-chloro-4-fluorophenylamino)-6-hydroxy-7-methoxyquinazoline
Conditions | Yield |
---|---|
With toluene-4-sulfonic acid In toluene at 110℃; for 5h; | 84.2% |
3-chloro-4-fluorophenylamine
4-(3-chloro-4-fluorophenylamino)-6-hydroxy-7-methoxyquinazoline
Conditions | Yield |
---|---|
Stage #1: 4-chloro-7-methoxyquinazolin-6-yl acetate hydrochloride salt; 3-chloro-4-fluorophenylamine In N,N-dimethyl-formamide at 80℃; for 1h; Stage #2: With ammonia; water In methanol for 2h; Reflux; | 75% |
4-(3-chloro-4-fluorophenylamino)-6-hydroxy-7-methoxyquinazoline
Conditions | Yield |
---|---|
With trifluoroacetic acid In dichloromethane at 20℃; not specified; | 44% |
4-(3-chloro-4-fluorophenylamino)-6-hydroxy-7-methoxyquinazoline
Conditions | Yield |
---|---|
Multi-step reaction with 2 steps 1: propan-2-ol / 5 h / 90 °C 2: 90 percent / ammonia / methanol; H2O / 24 h / 20 °C View Scheme | |
Multi-step reaction with 2 steps 1: toluene; isopropyl alcohol / 3 h / 20 - 65 °C 2: lithium hydroxide / water; methanol / 1 h / 20 °C View Scheme |
6-acetoxy-7-methoxy-3,4-dihydroquinazolin-4-one
4-(3-chloro-4-fluorophenylamino)-6-hydroxy-7-methoxyquinazoline
Conditions | Yield |
---|---|
Multi-step reaction with 3 steps 1: 92 percent / N,N-diethylaniline; phosphoryl chloride / 1 h / 80 - 100 °C 2: propan-2-ol / 5 h / 90 °C 3: 90 percent / ammonia / methanol; H2O / 24 h / 20 °C View Scheme | |
Multi-step reaction with 3 steps 1: SOCl2 2: NH4OH / methanol View Scheme | |
Multi-step reaction with 3 steps 1: trichlorophosphate / toluene / Reflux 2: pyridine / isopropyl alcohol / Reflux 3: water; sodium hydroxide / methanol View Scheme |
3H-6,7-dimethoxyquinazolin-4-one
4-(3-chloro-4-fluorophenylamino)-6-hydroxy-7-methoxyquinazoline
Conditions | Yield |
---|---|
Multi-step reaction with 5 steps 1: L-methionine; methanesulfonic acid / 12 h / Heating 2: pyridine; 4-(dimethylamino)pyridine / 6 h / 100 °C 3: 92 percent / N,N-diethylaniline; phosphoryl chloride / 1 h / 80 - 100 °C 4: propan-2-ol / 5 h / 90 °C 5: 90 percent / ammonia / methanol; H2O / 24 h / 20 °C View Scheme | |
Multi-step reaction with 5 steps 1: methionine; MeSO3H / 3 h / 100 °C 2: pyridine 3: SOCl2 4: NH4OH / methanol View Scheme | |
Multi-step reaction with 5 steps 1: methanesulfonic acid; L-methionine / 120 °C 2: pyridine; dmap / 100 °C 3: trichlorophosphate / toluene / Reflux 4: pyridine / isopropyl alcohol / Reflux 5: water; sodium hydroxide / methanol View Scheme |
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Following is the structure of 4-(3-Chloro-4-fluorophenylamino)-7-methoxyquinazolin-6-ol (CAS NO.184475-71-6):
Empirical Formula: C15H11ClFN3O2
Molecular Weight: 319.7181
Index of Refraction: 1.702
Molar Refractivity: 83.101 cm3
Molar Volume: 214.63 cm3
Density: 1.49 g/cm3
Flash Point: 243.375 °C
Melting point: >260 °C (dec.)
Polarizability: 32.944 10-24cm3
Surface Tension: 64.15 dyne/cm
Enthalpy of Vaporization: 77.132 kJ/mol
Boiling Point: 478.809 °C at 760 mmHg
Appearance of 4-(3-Chloro-4-fluorophenylamino)-7-methoxyquinazolin-6-ol (CAS NO.184475-71-6): Tan Solid
Product Categories: Various Metabolites and Impurities; Intermediates & Fine Chemicals; Metabolites & Impurities; Pharmaceuticals
SMILES: Fc1ccc(cc1Cl)Nc3ncnc2c3cc(O)c(OC)c2
InChI: InChI=1/C15H11ClFN3O2/c1-22-14-6-12-9(5-13(14)21)15(19-7-18-12)20-8-2-3-11(17)10(16)4-8/h2-7,21H,1H3,(H,18,19,20)
InChIKey: JLVTVCRXFMLUIF-UHFFFAOYAN
4-(3-Chloro-4-fluorophenylamino)-7-methoxyquinazolin-6-ol (CAS NO.184475-71-6) can be uesd as a metabolite of Gefitinib.
4-(3-Chloro-4-fluorophenylamino)-7-methoxyquinazolin-6-ol , its cas register number 184475-71-6. It also can be called N-(3-Chloro-4-fluorophenyl)-6-hydroxy-7-methoxyquinazolin-4-amine ; and 6-Quinazolinol, 4-[(3-chloro-4-fluorophenyl)amino]-7-methoxy- .