反应详情

Trans-5-carboxy-3-[4-(N-formyl-N-methylamino)cyclhexylcarbonylamino]-N-(5-chloropyridin-2-yl)benzofuran-2-carboxamide (196 mg) obtained in Example 258 is suspended in N,N-dimethylformamide/pyridine (1:1, 8 ml), and thereto are added successively dimethylamine hydrochloride (49 mg), 1-hydroxybenzotriazole (108 mg) and 1-ethyl-3-(3-dimethylaminopropyl)carbodiimide hydrochloride (153 mg) under ice-cooling, and the mixture is stirred at room temperature for 48 hours. To the reaction solution is poured a saturated aqueous sodium hydrogen carbonate solution, and the mixture is extracted with ethyl acetate. The extract is washed with water and a saturated brine, dried over sodium sulfate. The solvent is evaporated under reduced pressure, and the resulting residue is purified by NH-silica gel column chromatography (eluent: ethyl acetate). The resulting residue is suspended in diethyl ether/n-hexane, and the precipitates are collected by filtration to give the title compound (141 mg).

1. temperaturecooling
2. extractionthe mixture is extracted with ethyl acetate
3. washThe extract is washed with water
4. dry with materiala saturated brine, dried over sodium sulfate
5. customThe solvent is evaporated under reduced pressure
6. customthe resulting residue is purified by NH-silica gel column chromatography (eluent: ethyl acetate)
7. filtrationthe precipitates are collected by filtration