Hydrochloric Acid → HCID 25017316, compound

Participants

Reaction Steps

The methyl 2-(4-((4-(3-(cyclopentyloxy)phenyl)thiazol-2-yl)methoxy)-2-methylphenoxy)acetate from Step A is dissolved in THF (1 mL), then a solution of 1 M LiOH in H2O (0.2 mL) is added and the mixture is stirred for 3 h at rt. The mixture is acidified with 1 M HCl (0.25 mL). EtOAc (10 mL) is added, and the organic layer is washed with brine (5 mL). The organic layer is dried (MgSO4), filtered, concentrated and purified on reverse phase HPLC (H2O/MeCN gradient) to afford the title compound C1 as a white solid: 1H-NMR (400 MHz, CDCl3) δ=7.46 (s, 1H), 7.33 (m, 3H), 6.89 (m, 2H), 6.76 (dd, J=2.8, 8.8 Hz, 1H), 6.69 (d, J=8.8 Hz, 1H), 5.41 (s, 2H), 4.84 (m, 1H), 4.64 (s, 2H), 2.28 (s, 3H), 1.88 (m, 4H), 1.82 (m, 2H), 1.63 (m, 2H). MS calcd. for C24H26NO5S (M+H+) 440.2. found 440.1.

Provenance & Evidence