tert-Butyl [(2S)-2-(3,4-dichlorophenyl)-4-oxobutyl]methylcarbamate → tert-Butyl {(2S)-2-(3,4-dichlorophenyl)-4-[3-(4-fluoropiperidin-1-yl)azetidin-1-yl]butyl}methylcarbamate

Participants

Reaction Steps

The compound was synthesized in an analogous way to that of Method 3d but using 1-azetidin-3-yl-4-fluoropiperidine dihydrochloride (see WO 97/27185) and tert-butyl [(2S)-2-(3,4-dichlorophenyl)-4-oxobutyl]methylcarbamate (see WO 95/05377) rather than 4-azetidin-3-ylthiomorpholine dihydrochloride and tert-butyl [2-(4-fluorophenyl)-4-oxobutyl]methylcarbamate (yield, 13%). 1H NMR (500 MHz, CDCl3): 1.3 (s, 9H), 1.5-3.6 (cm, 23H), 4.6-4.8 (bd, 1H), 6.9-7.1 (dd, 1H), 7.2 (m, 1H), 7.4 (d, 1H), LCMS: m/z 489 (M+1)+.

Provenance & Evidence