Ammonium Chloride → HCID 68471146, compound

Participants

Reaction Steps

Free the bases in the mixture of 3-(2-chloro-4-pyridin-3-yl-benzyl)-1-cyclohexyl-3-methyl-pyrrolidin-2-one and 3-[1-(2-chloro-4-pyridin-3-yl-phenyl)-ethyl]-1-cyclohexyl-pyrrolidin-2-one, isomer 1 trifluoroacetic acid salts by passage through an SCX column eluting with methanol followed by 1N ammonia in methanol and evaporate. Further purify the residue by chromatography on silica gel (eluting with 15% acetonitrile in dichloromethane) to give first 3-[1-(2-chloro-4-pyridin-3-yl-phenyl)-ethyl]-1-cyclohexyl-pyrrolidin-2-one, isomer 1 (40 mg, 13%), and second 3-(2-chloro-4-pyridin-3-yl-benzyl)-1-cyclohexyl-3-methyl-pyrrolidin-2-one. To a solution of 3-(2-chloro-4-pyridin-3-yl-benzyl)-1-cyclohexyl-3-methyl-pyrrolidin-2-one in methanol, add ammonium chloride (11.7 mg, 0.22 mmol) and evaporate methanol out of the mixture three times to give the desired title compound (94 mg, 27%). MS (ES+) m/z=383.

Provenance & Evidence