Dichloromethane → 5-Fluoro-6-methyl-1-[1-(4-methyltetrahydro-2H-pyran-4-yl)piperidin-4-yl]-1,3-dihydro-2H-benzimidazol-2-one hydrochloride

Participants

Reaction Steps

4-[4-(5-Fluoro-6-methyl-2-oxo-2,3-dihydro-1H-benzimidazol-1-yl)piperidin-1-yl]tetrahydro-2H-pyran-4-carbonitrile (D72, 300 mg) in tetrahydrofuran (10 ml) was treated with methylmagnesium bromide 3M solution in tetrahydrofuran (1.4 ml) over 5 minutes and stirred for 1 hours then treated with saturated ammonium chloride solution (5 ml). The mixture was treated with dichloromethane and water. The dichloromethane layer was separated, dried by passing through a hydromatrix cartridge and the solvent was removed. The white solid from Et2O was dissolved in a mixture of methanol and dichloromethane and treated with hydrogen chloride in ether. The solvent was removed and the title compound as a white solid (211 mg) from ether. M+ 348

Provenance & Evidence