Ammonium Chloride → HCID 69122454, compound

Participants

Reaction Steps

6-(1-Methylethyl)-1-(4-piperidinyl)-1,3-dihydro-2H-benzimidazol-2-one hydrochloride D35 (0.59 g) 1,2-dichloroethane (50 mL) and triethylamine (3 mL), tetrahydro-4H-pyran-4-one (0.9 g), sodium triacetoxyborohydride (1.9 g) was stirred at room temperature overnight. The mixture was poured into dilute ammonium chloride solution and extracted with dichloromethane. The organic phase was separated, washed with brine and dried with hydromatrix. The solvent was removed and the residue was chromatographed on silica gel eluted with dichloromethane/2M ammonia in methanol 0-10%. The resulting product was dissolved in a mixture of methanol and dichloromethane, treated with 1M hydrogen chloride in ether and the solvent was removed. Recrystallisation from methanol gave the title compound as a white solid from ether (0.486 g). Mass Spectrum MH+ 344

Provenance & Evidence