(R)-2-Amino-1-(3-chlorophenyl)ethanol → 5-(4-{4-[(2R)-2-(3-Chloro-phenyl)-2-hydroxy-ethylamino]-piperidin-1-yl}-benzylidene)-2-morpholin-4-yl-thiazol-4-one

Participants

Reaction Steps

The title compound was prepared from 1-[4-(2-morpholin-4-yl-4-oxo-4H-thiazol-5-ylidenemethyl)-phenyl]-piperidin-4-one(which was obtained in Intermediate 28) and (1R)-2-amino-1-(3-chloro-phenyl)-ethanol(which was obtained in Intermediate 1) according to the procedure of Example 1 as a yellowish solid; mp>70° C. (dec.); 1H NMR (300 MHz, DMSO-d6) δ 1.20-1.40 (m, 2 H), 1.70-1.95 (m, 2 H), 2.60-2.90 (m, 7 H), 3.50-4.00(m, 8 H), 4.55-4.65(m, 1 H), 5.46 (brs, 1H), 7.02 (d, J=9.0 Hz, 2 H), 7.25-7.45 (m, 7 H), 7.54 (s, 1 H); MS (ES) m/z: 527.1(MH+, 100%); HRMS Calcd. for C27H32ClN4O3S (MH+): 527.1884. Found: 527.1863.

Provenance & Evidence