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

Participants

Reaction Conditions

Reaction Steps

To a solution of 2-{(E)-2-[3-(5-fluoro-pyridin-2-yl)-5-methyl-isoxazol-4-yl]-vinyl}-thiazole-5-carboxylic acid (83 mg, 0.25 mmol) in DMF (2.5 mL) was added 1,1′-carbonyldiimidazole (49 mg, 0.3 mmol). The resulting reaction mixture was stirred for 1 h at 60° C. and then treated with an ammonium hydroxide solution (25%, 385 μL, 2.5 mmol) and stirred for 2 h at room temperature. The reaction mixture was then evaporated. Purification by trituration from water/methanol afforded the title compound (64 mg, 77%) as an off white solid after. MS: m/e=331.0 [M+H]+.

Provenance & Evidence