Triethylamine → HCID 58734274, compound

Participants

Reaction Conditions

Reaction Steps

To a methylene chloride solution (5.0 ml) of the N-[5-chloro-4-[(4-chlorophenylsulfonyl)-(2,5-difluorophenyl)methyl]pyridin-2-yl]propane-1,3-diamine dihydrochloride (51 mg, 0.091 mmol) obtained in Example 173 were added triethylamine (51 μl, 0.36 mmol) and 1,1′-carbonyldiimidazole (16.2 mg, 0.10 mmol). The resulting mixture was stirred for 17 hours. To the reaction mixture was added ethyl acetate (80 ml). The resulting mixture was washed with water and brine, dried and concentrated under reduced pressure. The residue thus obtained was dissolved in dimethylformamide (1.0 ml). To the resulting solution was added potassium carbonate (27.2 mg, 0.2 mol), followed by stirring under heat at 50° C. for 24 hours. After cooling to room temperature, water was added to the reaction mixture. The resulting mixture was diluted with ethyl acetate (60 ml). The organic layer obtained by separation was washed with brine, dried and concentrated under reduced pressure. The residue thus obtained was purified by silica gel chromatography (hexane:ethyl acetate=1:2) to give the title compound (15 mg, 99%) as a white solid.

Provenance & Evidence