4-((2S)-3-Amino-2-hydroxy-propoxy)-phenol → 5-(4-{4-[(2S)-2-Hydroxy-3-(4-hydroxy-phenoxy)-propylamino]-piperidin-1-yl}-benzylidene)-thiazolidine-2,4-dione

Participants

Reaction Steps

The title compound was prepared from 5-[4-(4-oxo-piperidin-1-yl)-benzylidene]-thiazolidine-2,4-dione (which was obtained in Example 36) and 4-[(2S)-3-amino-2-hydroxy-propoxy]-phenol (which was obtained in Example 5) according to the procedure of Example 73 as a pale yellowish solid; mp>208° C. (decomposed); 1H NMR (300 MHz, DMSO-d6) δ 1.40–1.60 (m, 2 H), 1.90–2.05 (m, 2 H), 2.70–3.50 (m, 5 H), 3.80–4.10 (m, 5 H), 6.90 (d, J=6.7 Hz, 2 H), 6.77 (d, J=6.7 Hz, 2 H), 7.02 (d, J=8.9 Hz, 2 H), 7.35 (s, 1 H), 7.39 (d, J=8.9 Hz, 2 H), 8.95 (brs, 1 H); MS (ES) m/z: 469.9 (MH+); HRMS Calcd. for C24H28N3O5S (M+): 469.1671. Found: 469.1648.

Provenance & Evidence