Sodium Chloride → HCID 49793020, compound

Participants

Reaction Steps

To a solution of 5-{(E)-2-[3-(4-fluoro-phenyl)-5-methyl-isoxazol-4-yl]-vinyl}-2-methyl-2H-pyrazole-3-carboxylic acid (0.3 mmol) in DMF (7 mL) was added 1-hydroxybenzotriazole hydrate (0.45 mmol), N-ethyldiisopropylamine (1.2 mmol), N-(3-dimethylaminopropyl)-N′-ethylcarbodiimidazole hydrochloride (0.45 mmol) and isopropylamine (0.45 mmol) and the resulting mixture stirred overnight at room temperature. The reaction mixture was then poured into aqueous sodium chloride (saturated) and the mixture was extracted with ethyl acetate. The combined organic layers were then washed with water and saturated sodium hydrogen carbonate solution and then dried over sodium sulfate, filtered and evaporated. Concentration and purification by preparative HPLC afforded the title compound (6.5 mg, 11%) as a white solid. MS: m/e=369.2 [M+H]+.

Provenance & Evidence