Hydrochloric Acid → HCID 178484076, compound

Participants

Reaction Steps

Trans-3-[4-(dimethylamino)cyclohexylcarbonylamino]-5-(2-phenyl-[1,3]dioxan-5-yloxy)-N-(5-chloropyridin-2-yl)-benzofuran-2-carboxamide (200 mg) obtained in Example 35 is dissolved in tetrahydrofuran (5 ml), and thereto is added 2N hydrochloric acid (5 ml), and the mixture is stirred at room temperature for 3 hours. The reaction solution is basified with a saturated aqueous sodium hydrogen carbonate solution and potassium carbonate, and 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: methanol/ethyl acetate=1/20→methanol/ethyl acetate=1/5) to give trans-3-[4-(dimethylamino)cyclohexylcarbonylamino]-5-(2-hydroxy-1-hydroxymethylethoxy)-N-(5-chloropyridin-2-yl)benzofuran-2-carboxamide (162 mg). This product is dissolved in methanol, and thereto is added 4N hydrogen chloride in ethyl acetate (1 ml). The solvent is evaporated under reduced pressure, and the resulting residue is suspended in diethyl ether, and the precipitates are collected by filtration to give the title compound (141 mg).

Provenance & Evidence