Dimethyl Sulfoxide → HCID 11545794, compound

Participants

Reaction Conditions

Reaction Steps

A mixture of 2,2,2-trichloroethyl (3,4-dimethylisoxazol-5-yl)carbamate (241 mg, 0.839 mmol), 1-[4-(4-fluorophenyl)-1,3-thiazol-2-yl]piperidine (200 mg, 0.762 mmol) and diisopropylethylamine (0.266 ml, 1.52 mmol) in dimethylsulfoxide (2.5 ml) was stirred at 70° C. for 14 hours. Water was poured into the reaction solution, and the mixture was extracted with ethyl acetate. The extract was washed with water and dried over anhydrous magnesium sulfate, and the solvent was distilled off under reduced pressure. The residue was purified by silica gel column chromatography (ethyl acetate:hexane=4:1) and recrystallized from a mixed solvent of hexane and ethyl acetate to give the desired product (136 mg, 44.4%) as a solid. mp 170-171° C.

Provenance & Evidence