Dimethylamine, hydrochloride → HCID 178484425, compound

Participants

Reaction Steps

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).

Provenance & Evidence