Formaldehyde → Ammonia

Participants

Reaction Steps

A mixture of 2-(2-quinolinyl)-(1S,4S)-2,5-diazabicyclo-[2.2.1]-heptane (0.39 g; 1.73 mmol), formaldehyde (2 ml; 37%) and formic acid (2 ml) was stirred at reflux for 24 hours. The solvent was evaporated. Aqueous sodium hydroxide (50 ml; 1 M) was added, followed by extraction with diethyl ether (3×50 ml). Chromatography on silica gel with dichloromethane, methanol and conc. ammonia (89:10:1) gave the title compound as free base. Yield 0.35 g (85%).

Provenance & Evidence