2,6-Dichloropyrazine → Ammonia

Participants

Reaction Conditions

Reaction Steps

A mixture of tert-butyl-(1S,4S)-(+)-2,5-diazabicyclo-[2.2.1]-heptane-2-carboxylate (10.0 g, 50.4 mmol), 2,6-dichloropyrazine (15.0 g, 101 mmol) and dioxane (100 ml) was stirred at 40° C. for 3 days. The mixture was evaporated. Aqueous sodium hydroxide (100 ml, 1 M) was added, the mixture was evaporated to the half volume. The mixture was extracted with ethyl acetate (2×100 ml). Chromatography on silica gel with dichloromethane, methanol and conc. ammonia (89:10:1) gave the title compound as free base. Yield 11.6 g (73%).

Provenance & Evidence