Hydrochloric Acid → 3',5'-Dichloro-4'-(2-oxo-3-piperidin-1-yl-pyrrolidin-1-ylmethyl)-biphenyl-4-carboxylic acid

Participants

Reaction Steps

Treat a solution of 3′,5′-Dichloro-4′-(2-oxo-3-piperidin-1-yl-pyrrolidin-1-ylmethyl)-biphenyl-4-carboxylic acid methyl ester (0.190 g, 0.41 mmol) in methanol (15 mL) with 5N NaOH (0.82 mL), heat to reflux, and cool and stir at room temperature for 16 hours. Remove the solvent in vacuo to give a residue and neutralize with 1N HCl. Dilute the mixture with ethyl acetate and wash with water. Dry the organic layer (Na2SO4), remove the solvent in vacuo to afford crude product, purify with a 0 to 10% methanol in CH2Cl2 gradient to afford 0.106 g (58%) of the titled product. Rf=0.50 (4/1 CH2Cl2/methanol). ES MS (m/z): 447 (M+).

Provenance & Evidence