Methanesulfonyl chloride → HCID 71294192, compound

Participants

Reaction Conditions

Reaction Steps

5-(4-Chlorophenyl)-N-(piperazin-1-yl)-6-(2,2,2-trifluoroethoxy)-3-pyridinecarboxamide 2,2,2-trifluoroacetate (1:1) (100 mg, 189 μmol) was combined with dichloromethane (5 mL) to give a white suspension. N,N-Diisopropylethylamine (122 mg, 165 μl, 945 μmol) and methanesulfonyl chloride (23.8 mg, 16.1 μl, 208 μmol) were added successively at 0° C. The reaction mixture was stirred for 1 h at 0° C. and subsequently concentrated in vacuo. The residue was purified by flash chromatography (silica gel, 20 g, 0% to 100% ethyl acetate in n-heptane). Recrystallization from ethyl acetate and n-heptane afforded the title compound (50 mg, 54%) as off-white solid; LC-MS (UV peak area/ESI) 98.0%, 493.0916 (M+H)+.

Provenance & Evidence