Ammonium Hydroxide → 2-[(E)-2-(3-Butyl-5-methyl-isoxazol-4-yl)-vinyl]-4-methyl-thiazole-5-carboxylic acid amide

Participants

Reaction Conditions

Reaction Steps

To a solution of 2-[(E)-2-(3-butyl-5-methyl-isoxazol-4-yl)-vinyl]-4-methyl-thiazole-5-carboxylic acid (100 mg, 0.33 mmol) in DMF (3 mL) was added 1,1′-carbonyldiimidazole (64 mg, 0.39 mmol). The resulting reaction mixture was stirred for 1 h at 60° C. and then treated with an ammonium hydroxide solution (490 μL, 3.3 mmol) and stirred for 1 h at room temperature. The reaction mixture was then evaporated. Purification by chromatography (silica, heptane:ethyl acetate=1:0 to 1:1) afforded the title compound (84 mg, 84%) as an off white solid. MS: m/e=306.1 [M+H]+.

Provenance & Evidence