Dimethylformamide → HCID 67024496, compound

Participants

Reaction Steps

3-chloro-4-{4-methyl-5-[1-methyl-1-(2,4,6-trifluorophenoxy)ethyl]-4H-1,2,4-triazol-3-yl}benzoic acid (204 mg), WSC•monohydrochloride (138 mg), HOBt (98 mg) and DMF (4 ml) were mixed and stirred for 30 minutes. A 2M methylamine-THF solution (0.72 ml) was added thereto, followed by stirring for 30 minutes. Water was added to the reaction solution, followed by extraction with ethyl acetate. The organic layer was washed with water, a 1M aqueous sodium hydroxide solution and then saturated brine in this order, and dried over anhydrous magnesium sulfate. The solvent was evaporated under reduced pressure. The resulting residue was purified by silica gel column chromatography (chloroform:methanol=100:1 to 30:1). The residue was dissolved in ethyl acetate, 4M hydrogen chloride-ethyl acetate (1 ml) was added thereto, and the solvent was evaporated under reduced pressure. The resulting solid was washed with hexane to obtain 3-chloro-N-methyl-4-{4-methyl-5-[1-methyl-1-(2,4,6-trifluorophenoxy)ethyl]-4H-1,2,4-triazol-3-yl}benzamide monohydrochloride (126 mg), as a white solid.

Provenance & Evidence