Trifluoroacetic acid → Ammonia

Participants

Reaction Steps

A mixture of 2-[5-(3-thienyl)-2-pyrazinyl]-(1S,4S)-5-tert-butoxycarbonyl-2,5-diazabicyclo-[2.2.1]-heptane (1.4 g, 3.9 mmol), triflouroacetic acid (4.4 g, 39 mmol) was stirred for 15 hours. Aqueous sodium hydroxide (50 ml, 1 M) was added and the mixture was extracted with dichloromethane (2×30 ml). Chromatography on silica gel with dichloromethane, methanol and conc. ammonia (89:10:1) gave the title compound as free base. Yield 0.41 g (28%), Mp 208.4-208.9° C.

Provenance & Evidence