Acetic Acid → N-[2-(S)-(3,4-Dichlorophenyl)-4-[4[(R)-2-methylsulfinylphenyl]-1-piperidinyl]butyl]-N-methyl-3-cyano-1-naphthamide Citrate Hydrate

Participants

Reaction Steps

Using standard reductive amination conditions (except that acetic acid-sodium acetate buffer was substituted for acetic acid) N-[(S)-2-(3,4-dichlorophenyl)-4-oxobutyl]-N-methyl-3-cyano-1-naphthamide (468 mg, 1.1 mmol) was reacted with 4-[(R)-2-methylsulfinylphenyl]-piperidine (piperidine (Shenvi, A B; Jacobs, R T; Miller, S C; Ohnmacht. C J Jr; Veale, C A.; WO 9516682) (232 mg, 1.04 mmol), converted to the citrate salt, and isolated by filtration from Et2O to afford the title compound (651.2 mg) as a white powder. MS m/z 632 (M+H); analysis for C35H35Cl2N3O2S .C6H8O7.H2O: calculated: C, 58.43; H, 5.38; N, 4.98; found: C, 58.10; H, 5.20; N. 4.82.

Provenance & Evidence