Hydrochloric Acid → HCID 25017317, compound

Participants

Reaction Steps

The solution of methyl 2-(4-((4-(2-chlorophenyl)oxazol-2-yl)methoxy)-2-methylphenoxy)acetate from Step A is diluted with THF (1 mL), then a solution of 1 M LiOH in H2O (0.2 mL) is added and the mixture is stirred for 12 h at rt. The mixture is acidified with 1 M HCl (5 mL), and extracted into EtOAc (20 mL). The organic layer is dried (MgSO4), filtered, concentrated and purified on reverse phase HPLC (H2O/MeCN gradient) to afford the title compound D1 as a white solid: 1H-NMR (400 MHz, CDCl3) δ=8.28 (s, 1H), 7.97 (dd, J=0.8, 8.0 Hz, 1H), 7.38 (dd, J=0.8, 7.6 Hz, 1H), 7.29 (t, J=7.6 Hz, 1H), 7.20 (dt, J=1.2, 7.6 Hz, 1H), 6.82 (d, J=2.4 Hz, 1H), 6.73 (dd, J=2.8, 8.8 Hz, 1H), 6.63 (d, J=8.8 Hz, 1H), 5.10 (s, 2H), 4.57 (s, 2H), 2.21 (s, 3H). MS calcd. for C19H17ClNO5 (M+H+) 374.1. found 374.1.

Provenance & Evidence