(S)-N-[2-(3,4-Dichlorophenyl)-4-oxobutyl]-N-methylbenzamide → (S)-N-[2-(3,4-Dichlorophenyl)-4-[4-(2-fluoropyrid-3-yl)piperidino]butyl]-N-methylbenzamide hydrochloride

Participants

Reaction Steps

Using a procedure similar to that described in Example 1 (alternative preparation), except using 4-(2-fluoropyrid-3-yl)piperidine and (S)-N-[2-(3,4-dichlorophenyl)-4-oxobutyl]-N-methylbenzamide, the title compound was prepared. Conversion to the hydrochloride salt gave a white solid; mp 74°-95° C.; MS: 514; NMR (CD3OD): 1.9-2.3 (b, 6), 2.7-3.2 (m, 9), 3.4-3.9 (m, 4), 7.0-7.2 (m, 3), 7.3-7.4 (m, 5), 7.6 (m, 2), 7.8-7.9 (t, J=8, 1), 8.1 (d, J=4, 1). Analysis for C28H30Cl2FN3O·1.0 HCl·0.5 H2O: Calculated: C, 60.06; H, 5.76; N, 7.50. Found: C, 60.13; H, 6.06; N, 7.02.

Provenance & Evidence