Tetrahydrofuran → HCID 18376488, compound

Participants

Reaction Steps

Ethyl chloroformate (375 mg) was added dropwise to a tetrahydrofuran (20 ml)-N,N-dimethylformamide (10 ml) solution of 4-(4-chlorophenyl)-2-(2-methyl-1-imidazolyl)-5-oxazolebutanoic acid (1.00 g) and triethylamine at −30° C. After stirring for 30 minutes, the reaction mixture was added to the solution of 2-chloroethylamine (1.45 g) and N,N-dimethylformamide (20 ml) at 0° C. The resulting mixture was stirred for 1 hour at room temperature. Water was poured into the reaction mixture to give N-(2-chloroethyl)-4-(4-chlorophenyl)-2-(2-methyl-1-imidazolyl)-5-oxazolebutyramide (1.00 g, 85%). This was recrystallized from ethyl acetate-hexane to give colorless needles. mp 131-132° C.

Provenance & Evidence