4-[(E)-3-oxo-3-(2-phenylamino-6-trifluoromethyl-pyridin-3-yl)-propenyl]-benzoic acid methyl ester → 4-[3-Oxo-3-(2-phenylamino-6-trifluoromethyl-pyridin-3-yl)-propyl]-benzoic acid methyl ester

Participants

Reaction Steps

A solution of 4-[(E)-3-oxo-3-(2-phenylamino-6-trifluoromethyl-pyridin-3-yl)-propenyl]-benzoic acid methyl ester (4.02 g, 9.43 mmol) in acetone (150 mL) at 25° C. was treated with 10% palladium on activated carbon (402 mg, 3.78 μmol). The reaction was stirred under a balloon of hydrogen gas for 18 h. At this time, the reaction was filtered through a pad of Celite® and was rinsed with a solution of 10% methanol/methylene chloride (3×75 mL). The filtrate was concentrated in vacuo to afford 4-[3-oxo-3-(2-phenylamino-6-trifluoromethyl-pyridin-3-yl)-propyl]-benzoic acid methyl ester (2.64 g, 65.4%) as a yellow solid. The material was used without further purification.

Provenance & Evidence