Methanol → HCID 57787068, compound

Participants

Reaction Steps

2-{[2-(4-Trifluoromethoxy-phenoxy)-acetylamino]-methyl}-thiazole-4-carboxylic acid methyl ester (8.6 g, 22 mmol) was mixed with methanol (110 mL). NaOH (1.3 g, 33 mmol) was dissolved in water (110 mL) and added to the methanol solution. The reaction mixture was stirred for 12 hours. The mixture became homogenous after three hours. The methanol was removed in vacuo and the resulting slurry was acidified with 1 N HCl. The resulting slurry was extracted with EtOAc ×3. The combined organic extracts were dried over sodium sulfate, filtered, and concentrated in vacuo. The resulting solid was recrystallized from methanol to afford the title compound (7.1 g, 86%). 1H NMR (400 MHz, d6-DMSO): 9.08 (t, 1H), 8.33 (s, 1H), 7.31 (d, 2H), 7.06 (d, 2H), 4.63 (s, 2H), 4.61 (d, 2H); MS (ESI-LCMS) for C14H12F3N2O5S: 377 (MH+).

Provenance & Evidence