Potassium Carbonate → N-{2-[7-(2-Cyano-benzyl)-9-oxa-3,7-diaza-bicyclo[3.3.1]non-3-yl]-ethyl}-N-[2-(4-cyano-phenoxy)-ethyl]-methanesulfonamide

Participants

Reaction Conditions

Reaction Steps

To N-[2-(4-cyano-phenoxy)-ethyl]-N-[2-(9-oxa-3,7-diaza-bicyclo[3.3.1]-non-3-yl)-ethyl]-methanesulfonamide (0.079 g, 0.20 mmol), 2-bromo-methyl-benzonitrile (0.041 g, 0.21 mmol) and anhydrous potassium carbonate (0.042 g, 0.30 mmol) was added dry acetonitrile (4 mL). The mixture was heated by microwave irradiation (15 minutes, 160° C.) and was then filtered. The filtrate was loaded onto a cation exchange column (SCX-2, Isolute™, 2 g). The column was washed with dichloromethane, acetonitrile and dichloromethane/methanol 80:20 before eluting the crude product with 20% methanol saturated with ammonia in dichloromethane. The filtrate was concentrated in vacuo and the crude product was purified by chromatography on silica gel using methanol saturated with ammonia in dichloromethane as eluent, which afforded 57 mg (55.9%) of the title compound.

Provenance & Evidence