Lithium Chloride → HCID 67095564, compound

Participants

Reaction Steps

To a solution of rac-4-[(2S,3S,4S)-2-(3-chloro-2-fluoro-phenyl)-3-(4-chloro-2-fluoro-phenyl)-3-cyano-4-(2,2-dimethyl-propyl)-pyrrolidine-1-carbonyl]-benzoic acid methyl ester (130.0 mg, 0.222 mmol) in EtOH (1.0 mL) and THF (1.0 mL) was added NaBH4 (36.0 mg, 0.96 mmol) and LiCl (40.7 mg, 0.96 mmol). The reaction mixture was stirred at rt overnight. Work up and the residue was purified by RP-HPLC to give rac-(2S,3S,4S)-2-(3-chloro-2-fluoro-phenyl)-3-(4-chloro-2-fluoro-phenyl)-4-(2,2-dimethyl-propyl)-1-(4-hydroxymethyl-benzoyl)-pyrrolidine-3-carbonitrile (5.7 mg, 4.6%). HRMS (ES+) m/z Calcd for C30H28Cl2F2N2O2+H [(M+H): 557.1568; Found: 557.1569.

Provenance & Evidence