Pyridine → HCID 19354655, compound

Participants

Reaction Steps

Trifluoroacetic anhydride (3 ml) was added to a stirred solution of N-(3,5-dichlorophenyl)-2-(2,3-dihydro-6-hydroxyiminomethylene-4-oxo-5-phenyl-4H-2,3-oxazin-3-yl)-2-methylpropanamide (0.4 g) in pyridine (4 ml) at -5° C. After 0.5 hours ice and ethyl acetate was added and the mixture stirred for 1 hour. The organic phase was washed (water), dried (magnesium sulphate) and evaporated. The residue was purified by dry column chromatography on silica gel, eluting with hexane/ethyl acetate to give N-(3,5-dichlorophenyl)-2-(6-cyano-2,3-dihydro-4-oxo-5-phenyl-4H-1,3-oxazin-3-yl)-2-methylpropanamide (compound 120, 0.16 g) as a white solid, m.p. 132.5-135° C.

Provenance & Evidence