Water → 5-{4-[4-((2S)-2-Hydroxy-2-pyridin-3-yl-ethylamino)-piperidin-1-yl]-benzyl}-thiazolidine-2,4-dione

Participants

Reaction Steps

The title compound was prepared from (1S)-2-amino-1-(3-pyridinyl)-1-ethanol (which was obtained in Example 130) and 5-[4-(4-oxo-1-piperidineyl)benzyl]-1,3-thiazolidine-2,4-dione (which was obtained in Example 38) in substantially the same manner, as described in Example 125. The product was obtained as a yellow solid; mp: >88° C. decomposed; 1H NMR (400 MHz, DMSO-d6) δ 1.38-1.50 (m, 2H), 1.90-1.98 (m, 2H), 2.63-2.71 (t, 2H), 2.78-2.96 (m, 4H), 3.23-3.27 (m, 1H), 3.62-3.65 (m, 2H), 4.62-4.67 (m, 1H), 4.76-4.79 (m, 1H), 6.83-6.86 (d, 2H), 7.03-7.05 (d, 2H), 7.36-7.38 (m, 1H), 7.76-7.79 (m, 1H), 8.46-8.48 (m, 1H), 8.57-8.58 (m, 1H); MS (ES) m/z: 427 (MH+); Anal. Calcd. for C22H36N4O2×0.3 H2O×0.3 CH2Cl2: C, 55.87; H, 5.51; N, 11.69. Found: C, 55.92; H, 5.80; N, 11.45.

Provenance & Evidence