Hydrochloric Acid → 1-[4-(3-Methyl-[1,2,4]oxadiazol-5-yl)-benzoyl]-4-phenyl-piperidine-4-carboxylic acid

Participants

Reaction Conditions

Reaction Steps

To a solution of 1-[4-(3-methyl-[1,2,4]oxadiazol-5-yl)-benzoyl]-4-phenyl-piperidine-4-carboxylic acid methyl ester (156 mg, 0.385 mmol) in methanol (2 mL) was added an aqueous solution of KOH (3M, 770 μL, 2.31 mmol) and stirred at 65° C. for 12 h. The mixture was cooled to 0° C. and adjusted to pH=7 with 1N aqueous HCl. The solvent was evaporated under reduced pressure and the residue was co-evaporated with toluene to give 316 mg (purity ˜48%) 1-[4-(3-methyl-[1,2,4]oxadiazol-5-yl)-benzoyl]-4-phenyl-piperidine-4-carboxylic acid which was used directly for the next step. MS ISP (m/e): 392.2 [(M+H)+].

Provenance & Evidence