Ammonia → HCID 21137747, compound

Participants

Reaction Steps

A mixture of 2-acetylthio-3-[4-(6-methoxy-1-methyl-1H-benzimidazol-2-ylmethoxy)phenyl]propionic acid (1.53 g), anhydrous triethylamine (0.4 g), chloroethylformate (0.65 g), anhydrous tetrahydrofuran (10 ml) and anhydrous N,N-dimethylformamide (10 ml) was stirred at room temperature for 1 hour. An aqueous solution of ammonia (20 ml, 28%) was added to the reaction mixture and this mixture was stirred for 2 hours and then allowed to stand overnight. The reaction mixture was partitioned between ethyl acetate and water. The extract was washed with saturated aqueous sodium chloride solution and dried over anhydrous magnesium sulfate and then concentrated. The residue was purified by liquid chromatography (LiChroprepNH2 (Merck)) using ethanol:ethyl acetate=1:12 as the eluant to afford the title compound (0.21 g, mp 204-208° C.) as a pale yellow powder.

Provenance & Evidence