Ammonium Hydroxide → 4-Methyl-2-[2-(5-methyl-3-phenyl-isoxazol-4-yl)-ethyl]thiazole-5-carboxylic acid amide

Participants

Reaction Conditions

Reaction Steps

To a solution of 4-methyl-2-[2-(5-methyl-3-phenyl-isoxazol-4-yl)-ethyl]-thiazole-5-carboxylic acid (65 mg, 0.2 mmol) in DMF (82 mL) was added 1,1′-carbonyldiimidazole (39 mg, 0.24 mmol). The resulting reaction mixture was stirred for 1 h at 60° C. and then treated with an ammonium hydroxide solution (300 μL, 2.0 mmol) and stirred for 2 h at room temperature. The reaction mixture was then evaporated. Purification by chromatography (silica, dichloromethane:methanol=99:1 to 95:5) afforded the title compound (57 mg, 87%) as a white solid. MS: m/e=328.2 [M+H]+.

Provenance & Evidence