Methyl chloroformate → 6-[(cyclopropylmethyl)(propyl)amino]-N-{4-[(2-oxo-1,3-oxazolidin-4-yl)methyl]phenyl}pyrimidine-4-carboxamide

Participants

Reaction Conditions

Reaction Steps

A cooled (0° C.) solution of 6-(cyclopropylmethyl(propyl)amino)pyrimidine-4-carboxylic acid (Intermediate 21, 112 mg; 0.45 mmol) in DCM was treated with diisopropylethylamine (78.4 mL; 0.52 mmol) and methyl chloroformate (36.2 mL; 0.47 mmol). After stirring at 0° C. for 15 minutes, 4-[(2-oxo-1,3-oxazolidin-4-yl)methyl]aniline (Specs, 130 mg; 0.67 mmol) was added and the mixture stirred for 72 hours. The solvent was evaporated and the compound purified by preparative HPLC to give the title compound as a white solid.

Provenance & Evidence