Sulfuric Acid → HCID 59437262, compound

Participants

Reaction Steps

A room temperature solution of 1-allyl-4-{2,2,2-trifluoro-1-[1-(4-fluorophenyl)-1H-indazol-5-yl]-1-hydroxyethyl}-1H-pyrrole-2-carboxylic acid (2,2-dimethoxyethyl)methylamide (100 mg, 0.178 mmol) in ether (2 mL) was added H2SO4 (50 μL). After 13 hours, the mixture was carefully quenched with saturated aqueous sodium bicarbonate (3 mL) and extracted with three 10 mL portions of ethyl acetate. The combined organic layers were washed with brine (10 mL), dried over magnesium sulfate, filtered, and concentrated in vacuo. The residue was purified by chromatography on SiO2 (0-80% ethyl acetate in hexanes, gradient) to give 84 mg (95%) of the title compound. MS m/z 497.36 (MH+), m.p. 91° C.-93° C.

Provenance & Evidence