Formic Acid → HCID 117737071, compound

Participants

Reaction Steps

A vial was charged with 1-(2-bromo-4-chlorophenyl)-N-(isoxazol-3-yl)-2-oxo-1,2-dihydroquinoline-6-sulfonamide (202.5 mg, 0.320 mmol) and tetrakis(triphenylphosphine)palladium(0) (37.0 mg, 0.032 mmol). The vial was flushed with Ar (g), then DMF (1.6 mL) and formic acid (123 μl, 3.20 mmol) were added. The vial was sealed and placed in an 80° C. heating bath for 27 hrs. The mixture was cooled to rt and was loaded onto a 4-g silica gel loading column with the aid of MeOH/DCM, and the column was dried was dried under vauum. The column was then eluted onto a 25-g SNAP Ultra column with 0-50% of a 3:1 EtOAc/EtOH in heptane with 10% DCM to give 166 mg of 1-(4-chlorophenyl)-N-(isoxazol-3-yl)-2-oxo-1,2-dihydroquinoline-6-sulfonamide contaminated with some DMF and starting material. m/z (ESI) 402.2 (M+H)+.

Provenance & Evidence