Dimethylformamide → HCID 178496104, compound

Participants

Reaction Steps

Trans-5-(2-methoxyethoxy)-3-[4-(methylamino)cyclohexylcarbonylamino]-N-(5-chloropyridin-2-yl)benzofuran-2-carboxamide dihydrochloride (110 mg) obtained in Example 223 is suspended in N,N-dimethylformamide (5 ml), and thereto are added successively acetic acid (13.2 μl), 1-hydroxybenzotriazole (31 mg), triethylamine (80 μl) and 1-ethyl-3-(3-dimethylaminopropyl)carbodiimide hydrochloride (44 mg), and the mixture is stirred at room temperature for 15 hours. To the reaction solution are added acetic acid (8.2 μl), 1-hydroxybenzotriazole (20 mg), triethylamine (67 μl) and 1-ethyl-3-(3-dimethylaminopropyl)carbodiimide hydrochloride (28 mg), and the mixture is further stirred at room temperature for 20 hours. To the reaction solution is poured a saturated aqueous sodium hydrogen carbonate solution, and the mixture is extracted with chloroform. The organic layer is washed with a saturated brine, dried over sodium sulfate, and the solvent is evaporated under reduced pressure. The resulting residue is purified by NH-silica gel column chromatography (eluent: n-hexane/ethyl acetate=1/1, then ethyl acetate). The obtained solid is suspended in n-hexane/diisopropyl ether, and collected by filtration to give the title compound (42 mg).

Provenance & Evidence