Ammonium Chloride → HCID 59897692, compound

Participants

Reaction Steps

Lithium bromide (179 mg) and sodium boron hydride (52 mg) were suspended in anhydrous ethanol (1 ml) in the nitrogen gas atmosphere and the resulting suspension was stirred at room temperature for one hour. To the suspension, there was dropwise added a solution of 1-[(1S)-1-(benzyloxycarbonyl)-2-(4-biphenylyl) ethyl]-3-[2-(dimethylamino)ethyl]-3-isopentyl urea (Compound 4-1, 310 mg) in anhydrous ethanol (5.8 ml) with ice cooling. The resulting mixture was stirred at room temperature for 24 hours. Saturated ammonium chloride aqueous solution was added to the reaction liquid with ice cooling and then the resulting mixture was extracted with ether. The resulting organic phase was washed with saturated sodium chloride aqueous solution, dried over anhydrous magnesium sulfate and then concentrated under reduced pressure. The resulting oily product was purified through the silica gel column chromatography to give the title compound (Compound 5-1, 138 mg).

Provenance & Evidence