Acetone Cyanohydrin → 4-[4-(5-Fluoro-6-methyl-2-oxo-2,3-dihydro-1H-benzimidazol-1-yl)piperidin-1-yl]tetrahydro-2H-pyran-4-carbonitrile

Participants

Reaction Conditions

Reaction Steps

A mixture of 5-fluoro-6-methyl-1-piperidin-4-yl-1,3-dihydro-2H-benzimidazol-2-one (D30, 0.6 g, 2.4 mmol), 2-hydroxy-2-methylpropanenitrile, (380 mg, 4.8 mmol), tetrahydro-4H-pyran-4-one (480 mg) magnesium sulphate (1.4 g) and N,N-dimethylacetamide (2.4 ml) were stirred at 65° C. under a slow stream of argon. Extra 2 ml DMA was added and stirred for a further 4 hours. The mixture was partitioned between dichloromethane and water. The dichloromethane layer was separated, dried by passing through a 3 g hydromatrix cartridge. The solvent was removed and the title compound was obtained as a off white solid from ether (617 mg). M+ 359.

Provenance & Evidence