HCID 21866175, compound → HCID 21866317, compound

Participants

Reaction Steps

To a solution of 2-(1H-tetraazol-1-yl)-5-(trifluoromethyl)benzonitrile (166 mg, 0.69 mmol) in saturated ethanolic ammonia (12 mL) was added Raney nickel (50% slurry in water; the water was decanted and the catalyst rinsed with EtOH three times before use). The mixture was quickly degassed and purged with Ar, and was then placed under H2 atmosphere (balloon) and stirred for 16 h. The mixture was then filtered through Celite and the filter cake was rinsed thoroughly with EtOH. The filtrate was concentrated to a brown oil. Silica gel chromatography (70% EtOAc-hexanes then 5% MeOH-CHCl3) afforded the title compound as an orange-brown solid. 1H NMR (400 MHz, CDCl3): δ 9.41 (s, 1H), 7.93 (br s, 1H), 7.76 (d, J=8.0 Hz, 1H), 7.62 (d, J=8.0 Hz, 1H), 3.81 (s, 2H), 1.57 (br s, 2H). LCMS (M+H): 243.9.

Provenance & Evidence