Reacción #87938

Ecuación de reacción

3-Chloroperoxybenzoic acid

4-(4-cyano-2-methylsulfanyl-phenyl)-2,5-dioxo-1-(3-trifluoromethyl-phenyl)-1,4,5,6,7,8-hexahydro-2H-quinazoline-3-carboxylic acid methylamide

INTERMEDIATE 8

4-(4-cyano-2-methylsulfanyl-phenyl)-2,5-dioxo-1-(3-trifluoromethyl-phenyl)-1,4,5,6,7,8-hexahydro-2H-quinazoline-3-carboxylic acid methylamide

→

title compound

4-(4-Cyano-2-methanesulfinyl-phenyl)-2,5-dioxo-1-(3-trifluoromethyl-phenyl)-1,4,5,6,7,8-hexahydro-2H-quinazoline-3-carboxylic acid methylamide

Disolventes

dichloromethane

Condiciones de reacción

Tratamiento posterior

1. 1
   ConcentraciónThe reaction mixture is concentrated under reduced pressure
2. 2
   Otropurified by reversed phase HPLC (X-Bridge C18, gradient of acetonitrile in water, 0.1% NH4OH)

Procedimiento

3-Chloroperoxybenzoic acid (77%, 24 mg, 0.107 mmol) is added at room temperature to a solution of 4-(4-cyano-2-methylsulfanyl-phenyl)-2,5-dioxo-1-(3-trifluoromethyl-phenyl)-1,4,5,6,7,8-hexahydro-2H-quinazoline-3-carboxylic acid methylamide (INTERMEDIATE 8, 63 mg, 0.122 mmol) in dichloromethane (2 mL), and the mixture is stirred for 90 min. The reaction mixture is concentrated under reduced pressure and purified by reversed phase HPLC (X-Bridge C18, gradient of acetonitrile in water, 0.1% NH4OH) yielding the two diastereomers of the title compound.

Fuente