Hydrochloric Acid → HCID 44414901, compound

Participants

Reaction Steps

Crude (3-Chloro-4-{4-[2-(2,4-dichloro-phenoxy)-ethylcarbamoyl]-5-phenyl-isoxazol-3-yl}-phenyl)-acetic acid methyl ester 45 is dissolved in THF (5 mL). A solution of 1 M LiOH in H2O (3.5 mL) is added and the mixture is stirred for 6 h at room temperature. The mixture is acidified with 1 M HCl (3 mL), DCM (50 mL) is added and the organic layer washed with H2O (2×30 mL). The organic layer is dried (MgSO4), filtered, concentrated and purified on reverse phase HPLC (H2O/MeCN gradient) to afford the title compound H2 as a white solid (minor isomer!): 1H-NMR (400 MHz, CDCl3) δ=7.65 (d, J=7.0 Hz, 2H), 7.39-6.93 (m, 8H), 6.54 (d, J=8.8 Hz, 1H), 3.72 (t, J=5.9 Hz, 2H), 3.53 (s, 2H), 2.50 (t, J=6.8 Hz, 2H), 1.88 (m, 2H). MS calculated for C27H21Cl3NO5 (M+H+) 544.0, found 544.1.

Provenance & Evidence