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5-formylfurane-2-boronic acid
5-(4-(3-chloro-4-(3-fluorobenzyloxy)phenylamino)quinazolin-6-yl)furan-2-carbaldehyde
Conditions | Yield |
---|---|
With potassium carbonate; palladium diacetate In tetrahydrofuran; ethanol for 0.666667h; Product distribution / selectivity; Reflux; | 98.7% |
With palladium; triethylamine In tetrahydrofuran; ethanol at 65℃; for 7h; Temperature; Concentration; Inert atmosphere; | 97.7% |
With triethylamine; palladium 10% on activated carbon In methanol; 1,2-dimethoxyethane at 45 - 50℃; for 15h; Suzuki Coupling; Inert atmosphere; | 96% |
N-(3-chloro-4-(3-fluorobenzyloxy)phenyl)-6-iodoquinazolin-4-amine
5-(4-(3-chloro-4-(3-fluorobenzyloxy)phenylamino)quinazolin-6-yl)furan-2-carbaldehyde
Conditions | Yield |
---|---|
With palladium 10% on activated carbon; triethylamine In methanol; 1,2-dimethoxyethane; water at 50℃; for 24h; | 95.5% |
With palladium 10% on activated carbon; triethylamine In methanol; 1,2-dimethoxyethane at 50℃; for 24h; | 95.5% |
With triethylamine; bis-triphenylphosphine-palladium(II) chloride In methanol for 2h; Reflux; |
furfural
N-(3-chloro-4-(3-fluorobenzyloxy)phenyl)-6-iodoquinazolin-4-amine
5-(4-(3-chloro-4-(3-fluorobenzyloxy)phenylamino)quinazolin-6-yl)furan-2-carbaldehyde
Conditions | Yield |
---|---|
Stage #1: furfural With n-butyllithium; N,O-dimethylhydroxylamine*hydrochloride In tetrahydrofuran; hexane at -20℃; for 1.25h; Stage #2: With Triisopropyl borate In tetrahydrofuran; hexane at -15℃; for 0.25h; Stage #3: N-(3-chloro-4-(3-fluorobenzyloxy)phenyl)-6-iodoquinazolin-4-amine With (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; triethylamine In tetrahydrofuran; ethanol; hexane at 60℃; Suzuki coupling; | 95% |
N-(3-chloro-4-((3-fluorobenzyl)oxy)phenyl)-6-iodoquinazolin-4-amine hydrochloride
5-formylfurane-2-boronic acid
5-(4-(3-chloro-4-(3-fluorobenzyloxy)phenylamino)quinazolin-6-yl)furan-2-carbaldehyde
Conditions | Yield |
---|---|
With triethylamine; dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH2Cl2 In ethanol for 2h; Heating / reflux; | 94% |
5-(4,4,6-trimethyl-1,3,2-dioxaborinan-2-yl)furan-2-carbaldehyde
N-(3-chloro-4-(3-fluorobenzyloxy)phenyl)-6-iodoquinazolin-4-amine
5-(4-(3-chloro-4-(3-fluorobenzyloxy)phenylamino)quinazolin-6-yl)furan-2-carbaldehyde
Conditions | Yield |
---|---|
With palladium 10% on activated carbon; N-ethyl-N,N-diisopropylamine In methanol; ethanol at 90℃; for 2.5h; | 90% |
5-(5,5-dimethyl-1,3,2-dioxaborinan-2-yl)furan-2-carbaldehyde
N-(3-chloro-4-(3-fluorobenzyloxy)phenyl)-6-iodoquinazolin-4-amine
5-(4-(3-chloro-4-(3-fluorobenzyloxy)phenylamino)quinazolin-6-yl)furan-2-carbaldehyde
Conditions | Yield |
---|---|
With palladium 10% on activated carbon In methanol for 8h; Reflux; | 89% |
5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)furan-2-carbaldehyde
N-(3-chloro-4-(3-fluorobenzyloxy)phenyl)-6-iodoquinazolin-4-amine
5-(4-(3-chloro-4-(3-fluorobenzyloxy)phenylamino)quinazolin-6-yl)furan-2-carbaldehyde
Conditions | Yield |
---|---|
With palladium 10% on activated carbon; N-ethyl-N,N-diisopropylamine In methanol for 8h; Reflux; | 87% |
5-formylfurane-2-boronic acid
5-(4-(3-chloro-4-(3-fluorobenzyloxy)phenylamino)quinazolin-6-yl)furan-2-carbaldehyde
Conditions | Yield |
---|---|
With 5%-palladium/activated carbon; triethylamine In methanol; 1,2-dichloro-ethane at 50℃; for 16h; | 86% |
With 5%-palladium/activated carbon; triethylamine In methanol; dichloromethane at 50℃; for 16h; | 86% |
5-(4-(3-chloro-4-(3-fluorobenzyloxy)phenylamino)quinazolin-6-yl)furan-2-carbaldehyde
Conditions | Yield |
---|---|
Stage #1: C8H13BrO4 With iodine; magnesium In 2-methyltetrahydrofuran; ethylene dibromide at 30 - 45℃; for 5h; Stage #2: 6-cyano-4-[3-chloro-4-(3-fluorobenzyloxy)phenyl]aminoquinazoline In 2-methyltetrahydrofuran; ethylene dibromide at 20 - 30℃; for 5h; Stage #3: With hydrogenchloride In 2-methyltetrahydrofuran; water; ethylene dibromide at 50 - 55℃; for 4h; | 84.1% |
5-(4-(3-chloro-4-(3-fluorobenzyloxy)phenylamino)quinazolin-6-yl)furan-2-carbaldehyde
Conditions | Yield |
---|---|
Stage #1: 1,1,2,2-tetramethoxy-4-bromobutane With magnesium In tetrahydrofuran; ethylene dibromide at 30 - 45℃; for 4h; Stage #2: 6-cyano-4-[3-chloro-4-(3-fluorobenzyloxy)phenyl]aminoquinazoline In tetrahydrofuran; ethylene dibromide at 15 - 30℃; for 2h; Stage #3: With hydrogenchloride In tetrahydrofuran; water; ethylene dibromide at 50 - 55℃; for 4h; | 82.8% |
Molecular Structure of 5-[4-((3-Chloro-4-((3-fluorobenzyl)oxy)phenyl)amino)quinazolin-6-yl]-2-furaldehyde (CAS NO.231278-84-5):
Empirical Formula: C26H17ClFN3O3
Molecular Weight: 473.8829
H bond acceptors: 6
H bond donors: 1
Freely Rotating Bonds: 6
Polar Surface Area: 68.46 Å2
Index of Refraction: 1.694
Molar Refractivity: 129.35 cm3
Molar Volume: 336.6 cm3
Surface Tension: 60 dyne/cm
Density: 1.407 g/cm3
Flash Point: 347.1 °C
Enthalpy of Vaporization: 95.85 kJ/mol
Boiling Point: 650.3 °C at 760 mmHg
Vapour Pressure: 8.52E-17 mmHg at 25°C
Product Categories: Various Intermediates; Intermediates; Intermediates & Fine Chemicals; Pharmaceuticals
5-[4-((3-Chloro-4-((3-fluorobenzyl)oxy)phenyl)amino)quinazolin-6-yl]-2-furaldehyde , with CAS number of 231278-84-5, can be called [5-[4-[4-[(3-Fluorobenzyl)oxy]-3-chloroanilino]-6-quinazolinyl]-2-furancarboxaldehyde ; 5-[4-[[3-Chloro-4-[(3-fluorophenyl)methoxy]phenyl]amino]-6-quinazolinyl]-2-furancarboxaldehyde ; 5-[4-((3-Chloro-4-((3-fluorobenzyl)oxy)phenyl)amino)quinazolin-6-yl]-2-furaldehyde . 5-[4-((3-Chloro-4-((3-fluorobenzyl)oxy)phenyl)amino)quinazolin-6-yl]-2-furaldehyde (CAS NO.231278-84-5) can be used as a lapatinib intermediate.