反应详情

To 2-((4-carbamoylphenyl)amino)-4-(propylamino)pyrimidine-5-carboxylic acid (C2, 400 mg), 1-ethyl-3-(3-dimethylaminopropyl)carbodiimide hydrochloride (970 mg) and 1-hydroxybenzotriazole monohydrate (780 mg), N,N-dimethylformamide (5 mL) and N,N-diisopropylethylamine (430 μL) were added at room temperature, and the mixture was stirred at the same temperature for 1 hour. To the reaction mixture, 1,3-phenylenediamine (418 mg) was added at room temperature, and the mixture was stirred at the same temperature for 16 hours. To the reaction mixture, saturated aqueous sodium hydrogencarbonate and ethyl acetate were added. The organic layer was separated, washed successively with water and saturated aqueous sodium chloride, and then dried over anhydrous sodium sulfate, and the solvent was evaporated under reduced pressure. The obtained residue was purified by basic silica gel column chromatography (eluent, 95% ethyl acetate/5% methanol) to obtain N-(3-aminophenyl)-2-((4-carbamoylphenyl)amino)-4-(propylamino)pyrimidine-5-carboxamide (C6, 272 mg) as pale yellow solid.

1. stirringthe mixture was stirred at the same temperature for 16 hours
2. customThe organic layer was separated
3. washwashed successively with water and saturated aqueous sodium chloride
4. dry with materialdried over anhydrous sodium sulfate
5. customthe solvent was evaporated under reduced pressure
6. customThe obtained residue was purified by basic silica gel column chromatography (eluent, 95% ethyl acetate/5% methanol)