Pyridine → 2-{[4-(2-Chlorophenyl)-3-ethoxycarbonyl-5-methoxycarbonyl-6-methyl-1,4-dihydropyridin-2-yl]methoxy}acetonitrile

Participants

Reaction Steps

A solution of trifluoroacetic anhydride (0.56 g) in dioxane (5 ml) was added dropwise over 5 minutes to a stirred, ice-cooled solution of 2-{[4-(2-chlorophenyl)-3-ethoxycarbonyl-5-methoxycarbonyl-6-methyl-1,4-dihydropyridin-2-yl]methoxy}acetamide (0.84 g) and pyridine (0.32 g) in dioxane (25 ml). The mixture was stirred at room temperature for 4 hours, diluted with water and extracted with ethyl acetate. The ethyl acetate extract was washed with water, dried over sodium sulphate and evaporated. The residue was purified by chromatography on silica (10 g) eluting with dichloromethane plus 0-2% v/v methanol. Appropriate fractions were combined and evaporated to give the title compound (0.60 g), m.p. 128°-130° C.

Provenance & Evidence