Hydrochloric Acid → HCID 178522096, compound

Participants

Reaction Steps

Methyl [2-{[(5-chloropyridin-2-yl)amino]carbonyl}-3-({[trans-4-(pyrrolidin-1-ylcarbonyl)cyclohexyl]carbonyl}-amino)benzofuran-5-yl]acetate (113 mg) obtained in Example 2 is suspended in tetrahydrofuran-ethanol (6:1) (7 ml). To the suspension is added lithium borohydride (13 mg), and the mixture is stirred at room temperature for 4 hours. After pouring 10% hydrochloric acid under ice-cooling, the reaction solution is stirred at room temperature for several minutes. The reaction solution is then basified by addition of a saturated aqueous sodium hydrogen carbonate solution, followed by extraction with chloroform. The organic layer is washed with saturated brine, dried over sodium sulfate, and evaporated to remove the solvent under reduced pressure. The resulting residue is purified by NH-silica gel column chromatography (eluent: chloroform), and the resulting residue is then suspended in diethyl ether. The precipitates are collected by filtration and dried to give the title compound (28 mg). APCI-MS M/Z:539/541[M+H]+

Provenance & Evidence