3,6-Dibromopyridazine → Ammonia

Participants

Reaction Conditions

Reaction Steps

A mixture of tert-butyl-(1S,4S)-2,5-diazabicyclo-[2.2.1]-heptane-2-carboxylate (3.0 g; 15.1 mmol), 3,6-dibromopyridazine (3.6 g; 15.1 mmol) and dioxane (15 ml) was stirred for 3 days at 90° C. The crude product salt was filtered. Aqueous sodium hydroxide (50 ml; 1 M) was added to the solid material. The mixture was extracted with dichloromethane (3×50 ml). Chromatography on silica gel with dichloromethane, methanol and conc. ammonia (89:10:1) gave the title compound as free base. Yield 1.71 g (32%).

Provenance & Evidence