2-Methyl-2-{3-[1-(4-trifluoromethyl-benzylcarbamoyl)-piperidin-3-yl]-phenoxy}-propionic acid benzyl ester → 2-Methyl-2-{3-[1-(4-trifluoromethyl-benzylcarbamoyl)-piperidin-3-yl]-phenoxy}-propionic acid

Participants

Reaction Steps

10% Palladium on carbon (53 mg, 50 wt %) was added to a solution of 2-methyl-2-{3-[1-(4-trifluoromethyl-benzylcarbamoyl)-piperidin-3-yl]-phenoxy}-propionic acid benzyl ester (111 mg, 0.226 mmol) in methanol (5 mL) and the resulting mixture hydrogenated at 50 psi for 4 h. The reaction mixture was filtered through a plug of celite and the celite plug washed thoroughly with ethyl acetate. The combined filtrates were concentrated under reduced pressure. The resultant oil was flash chromatographed with 2% methanol/chloroform to provide 46.6 mg (51%) of 2-methyl-2-{3-[1-(4-trifluoromethyl-benzylcarbamoyl)-piperidin-3-yl]-phenoxy}-propionic acid as a clear oil.

Provenance & Evidence