ethyl 2,4-dichloropyrimidine-5-carboxylate

28485-17-8

51940-64-8

General procedure for the synthesis of ethyl 2,4-dichloro-5-pyrimidinecarboxylate from ethyl 4-hydroxy-2-oxopyrimidine-5-carboxylate: a mixture of 5-carboxyuracil (3.01 g, 16.34 mmol), POCl3 (27 mL), and N,N-diethylaniline (4.5 mL) was stirred and refluxed for 2 hr until 5-carboxyuracil was completely consumed. The reaction mixture was cooled to room temperature and then slowly poured into ice water (50 mL) and extracted with ether (2 x 100 mL). The combined ether layers were washed sequentially with saturated sodium bicarbonate solution and brine. After drying with anhydrous sodium sulfate, it was concentrated under reduced pressure to give the target product ethyl 2,4-dichloro-5-pyrimidinecarboxylate as a brown liquid in quantitative yield (3.6 g).LRMS (M+H+) m/z 221.0.