Acetonitrile → 2-Chloro-4-[1-(methoxycarbonyl)ethoxy]pyrimidine

Participants

Reaction Steps

A mixture of 3.12 g of methyl lactate and 10 ml of acetonitrile was added to a mixture of 1.2 g of sodium hydride and 40 ml of acetonitrile dropwise under ice cooling, and the mixture was stirred for 30 minutes. To this was added a mixture of 4.47 g of 2,4-dichloropyrimidine and 10 ml of acetonitrile dropwise at the same temperature, and the mixture was stirred at 60° C. for 2 hours. This reaction solution was cooled to room temperature, then, poured into water, and extracted with ethyl acetate. The organic layer was washed with saturated saline, dried over anhydrous magnesium sulfate, and concentrated. The residue was subjected to silica gel column chromatography to obtain 2.5 g of 2-chloro-4-[1-(methoxycarbonyl)ethoxy]pyrimidine and 0.25 g of 4-chloro-2-[1-(methoxycarbonyl)ethoxy]pyrimidine. 2-Chloro-4-[1-(methoxycarbonyl)ethoxy]pyrimidine

Provenance & Evidence