Trifluoroacetic acid → Ammonia

Participants

Reaction Steps

A mixture of 1-(5-ethynyl-3-pyridyl)-4-tert-butoxycarbonyl-homopiperazine (0.13 g, 0.43 mmol), trifluoro acetic acid (0.98 g, 8.6 mmol) and dichloromethane (10 ml) was stirred for 5 h. Aqueous sodium hydroxide (1 M, 15 ml) was added the organic phase was separated and the aqueous phase was extracted twice with dichloromethane (15 ml). Chromatography on silica gel with dichloromethane, methanol and conc. ammonia (89:10:1) gave the title compound. The corresponding salt was obtained by addition of a diethyl ether and methanol mixture (9:1) saturated with fumaric acid. Yield 30 mg, 22%. Mp 172.5-174.0° C.

Provenance & Evidence