Pyrrolidone carboxylic acid → HCID 178516113, compound

Participants

Reaction Steps

A suspension of 3.87 g (30 mmol) of 5-oxo-DL-proline, 2.3 ml (30 mmol) of dimethylformamide, and 50 ml of dichloromethane is stirred at 0°-5° C. and 2.2 ml (30 mmol) of thionyl chloride is added. Stirring is continued at 0°-5° C. for 1.67 hrs and a solution of 4.62 g (20 mmol) of 2-(4-aminophenyl)-4-hydroxy-5-pyrimidine carboxylic acid, 3.1 ml (22 mmol) of triethylamine and 60 ml of dimethylformamide is added. The reaction mixture is stirred at 0°-5° C. for 3 hrs and at room temperature overnight. The solid is filtered, washed with dichloromethane, methanol, and ether, and dried to give 4.94 g of 2-[4-((5-oxo-DL-prolyl)-amino)phenyl]-4-hydroxy-5-pyrimidine carboxylic acid.

Provenance & Evidence