Water → HCID 68777272, compound

Participants

Reaction Steps

A mixed solution of 2,2,2-trichloroethyl (5-morpholin-4-yl-1,3,4-oxadiazol-2-yl)carbamate (269 mg, 0.777 mmol), 1-(3-phenyl-1,2,4-thiadiazol-5-yl)piperazine (211 mg, 0.854 mmol) and diisopropylethylamine (0.149 ml, 0.854 mmol) in dimethyl sulfoxide (2.5 ml) was stirred at 70° C. for 3 hours. Water was poured to the reaction mixture, and the resulting solution 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 high performance liquid chromatography (YMC HPLC Column eluted with 10% to 100% Liquid A; Liquid A: a 0.1% solution of trifluoroacetic acid in acetonitrile; Liquid B: an aqueous 0.1% trifluoroacetic acid solution) and recrystallized from a mixed solvent of hexane and tetrahydrofuran to give 31 mg (9.0%) of the desired product as a solid.

Provenance & Evidence