Lithium Hydroxide → HCID 25263394, compound

Participants

Reaction Steps

The crude (4-{4-[2-(2,4-dichloro-phenoxy)-ethyl-carbamoyl]-5-phenyl-isoxazol-3-yl}-2-methyl-phenoxy)-acetic acid methyl ester is dissolved in DME (1 mL). A solution of 1 M LiOH in H2O (0.2 mL) and is added and the mixture is stirred overnight at room temperature. The mixture is concentrated, then acidified with 1 M HCl, extracted with EtOAc (10 mL), dried over MgSO4, filtered, concentrated and purified on reverse phase HPLC (H2O/MeCN gradient) to afford the title compound I30 as a white solid: 1H-NMR (400 MHz, CD3CN) δ=7.56 (d, J=1.6, 1H), 7.49 (dd, J=8.4, 2.4 Hz, 1H), 7.45 (m, 5H), 7.39 (d, J=2.4 Hz, 1H), 7.27 (dd, J=8.8, 2.8 Hz, 1H), 7.20 (t, J=5.6 Hz, NH), 6.96 (d, J=8.8 Hz, 1H), 6.73 (d, J=8.8 Hz, 1H), 4.64 (s, 2H), 4.08 (t, J=5.2 Hz, 2H), 3.70 (q, J=5.3 Hz, 2H), 2.23 (s, 3H). MS calculated for C27H23Cl2N2O6 (M+H+) 541.0, found 541.0.

Provenance & Evidence