4-(2-Methylsulfinyl-3-pyridyl)piperidine → 3-[1-(3,4-Dichlorophenyl)-3-(4-(2-methylsulfinyl-3-pyridyl)piperidino)propyl]-6-methoxy-2-methyl-2,3-dihydroisoindol-1-one hydrochloride

Participants

Reaction Steps

3-(3,4-Dichlorophenyl)-3-(5-methoxy-2-methyl-3-oxo-2,3-dihydro-1H-isoindol-1-yl)propionaldehyde (0.33 g) was coupled to 4-(2-methylsulfinyl-3-pyridyl)piperidine (0.423 g) by a method similar to that described in Example 8. The reaction product was purified by chromatography and converted to the corresponding hydrochloride salt as described in the Example 8 to afford the title compound (0.26 g); mp 120°-182° C. (d); MS: m/z=586(M+1); NMR(CD3OD): 2.0-2.3 (m,4), 2.6 (m,2), 2.9 (m,5), 3.2-3.3 (m,4), 3.6-3.9 (m,8), 4.8 (m,1), 6.7-7.3 (m,5), 7.5-8.1 (m,3), 8.7 (broad,1). Analysis for C30 H33Cl2N3O3S.2.0 HCl.1.0 H2O: Calculated: C, 53.18; H, 5.50, N, 6.20; Found: C, 53.39; H, 4.49; N, 6.53.

Provenance & Evidence