Lithium hydroxide, monohydrate → 1-{4-[5-(2-Fluoro-biphenyl-4-yl)-[1,2,4]oxadiazol-3-yl]-benzyl}-4-(piperidine-1-ylcarbamoyl)-piperidine-4-carboxylic acid

Participants

Reaction Conditions

Reaction Steps

A solution of lithium hydroxide monohydrate (0.031 g, 0.000735 mol) in demineralized water (2 mL) is added to a solution of 1-{4-[5-(2-fluoro-biphenyl-4-yl)-[1,2,4]oxadiazol-3-yl]-benzyl}-4-(piperidine-1-ylcarbamoyl)-piperidine-4-carboxylic acid benzyl ester (0.165 g, 0.000245 mol) in tetrahydrofuran (10 mL). The reaction mixture is heated at 70° C. for 2 hrs. Tetrahydrofuran is removed under reduced pressure and the residue is acidified with 2N HCl (pH ˜5). The solid mass thus formed is filtered and washed with acetone (5 mL) to furnish 1-{4-[5-(2-fluoro-biphenyl-4-yl)-[1,2,4]oxadiazol-3-yl]-benzyl}-4-(piperidine-1-ylcarbamoyl)-piperidine-4-carboxylic acid [91, MS (ES+)=584.23].

Provenance & Evidence