p-(Trifluoromethoxy)benzaldehyde → 6-Bromo-4-hydroxy-3-(4-(trifluoromethoxy)benzyl)quinolin-2(1H)-one

Participants

Reaction Conditions

Reaction Steps

To a dark solution of 6-bromo-4-hydroxyquinolin-2(1H)-one (1.0 g, 4.25 mmol, Intermediate 45: step a) and 4-(trifluoromethoxy)benzaldehyde (0.67 mL, 4.67 mmol) in pyridine (7.5 mL) was added diethyl 2,6-dimethyl-1,4-dihydropyridine-3,5-dicarboxylate (1.08 g, 4.25 mmol). The resulting mixture was warmed with stirring in a 100° C. oil bath for a period of 5 hours. After cooling to room temperature, the solvent was removed under reduced pressure and the residue diluted with acetonitrile. The semi-solid mixture was sonicated and filtered, rinsing further with acetonitrile, to provide the title compound as a white solid.

Provenance & Evidence