Hydrochloric Acid → HCID 24884562, compound

Participants

Reaction Steps

Methyl 2-(4-((4-(2-bromophenyl)thiazol-2-yl)methoxy)-2-methylphenoxy)acetate (20 mg, 0.04 mmol) is dissolved in THF (1 mL). A solution of 1 M LiOH in H2O (0.2 mL) is added, and the mixture is stirred for 1 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 A1 as a white solid: 1H-NMR (400 MHz, CDCl3) δ=7.74 (dd, J=1.6, 8.0 Hz, 1H), 7.73 (s, 1H), 7.67 (dd, J=1.2, 8.0 Hz, 1H), 7.38 (dt, J=1.2, 7.6 Hz, 1H), 7.22 (dt, J=1.6, 7.6 Hz, 1H), 6.90 (d, J=2.8 Hz, 1H), 6.78 (dd, J=2.8, 8.8 Hz, 1H), 6.70 (d, J=8.8 Hz, 1H), 5.37 (s, 2H), 4.63 (s, 2H), 2.28 (s, 3H). MS calcd. for C19H17BrNO4S (M+H+) 434.0. found 433.9.

Provenance & Evidence