Formic Acid → HCID 178519761, compound

Participants

Reaction Conditions

Reaction Steps

A 1 dram vial was charged with 4-chloro-N-[5-chloro-2-(2,3-dichloro-pyridine-4-carbonyl)-pyridin-3-yl]-3-trifluoromethyl-benzenesulfonamide (15 mg, 0.028 mmol), formic acid (0.39 mL) and water (0.13 mL). The heterogeneous solution was warmed to 100° C. and stirred overnight. The following day, starting material remained; therefore, an additional 0.26 mL of formic acid was added. The reaction was subsequently warmed to 110° C. and stirred overnight. The resultant mixture was neutralized with saturated aqueous sodium bicarbonate, diluted with EtOAc, and the organic layer washed with saturated sodium bicarbonate. The combined organics were dried with sodium sulfate, concentrated in vacuo, and purified via automated silica gel chromatography to afford the desired hydroxypyridine: 1H NMR (400 MHz, CD3OD) δ 8.26-8.38 (m, 1 H), 8.17-8.20 (m, 2 H), 8.02-8.07 (m, 1 H), 7.72-7.76 (m, 1 H), 7.34-7.37 (m, 1 H), 6.17-6.20 (m, 1 H); MS (ES) (M+H)+ expected 525.9, found 525.9.

Provenance & Evidence