1-{4-[5-(2-Fluoro-biphenyl-4-yl)-[1,2,4]oxadiazol-3-yl]-benzyl}-4-(morpholine-4-carbonyl)-piperidine-4-carboxylic acid benzyl ester → 1-{4-[5-(2-Fluoro-biphenyl-4-yl)-[1,2,4]oxadiazol-3-yl]-benzyl}-4-(morpholine-4-carbonyl)-piperidine-4-carboxylic acid

Participants

Reaction Steps

Pd/C (0.13 g) is added to a solution of 1-{4-[5-(2-fluoro-biphenyl-4-yl)-[1,2,4]oxadiazol-3-yl]-benzyl}-4-(morpholine-4-carbonyl)-piperidine-4-carboxylic acid benzyl ester (0.43 g, 0.0006 mol) in a mixture of ethyl acetate:tetrahydrofuran:ethanol (3:2:3, 45 mL). Hydrogen gas is bubbled through the reaction mixture under stirring at room temperature for 2 hrs. The reaction mixture is filtered through a celite bed, washed with MDC:MeOH (80:20, 100 mL) and the filtrate is concentrated under reduced pressure to get solid mass, which is purified by column chromatography (silica gel 230-400 mesh, MDC:MeOH 8:2) to get 1-{4-[5-(2-fluoro-biphenyl-4-yl)-[1,2,4]oxadiazol-3-yl]-benzyl}-4-(morpholine-4-carbonyl)-piperidine-4-carboxylic acid.

Provenance & Evidence