Ammonia → 3-Cyclopropyl-1-(4-phenoxyphenyl)-imidazo[1,5-a]pyrazin-8-ylamine

Participants

Reaction Steps

A solution of NH3 in H2O (20 M, 2 mL) was added to a suspension of 8-chloro-3-cyclopropyl-1-(4-phenoxyphenyl)-imidazo[1,5-a]pyrazine (33 mg, 0.091 mmol) in 2-butanol (0.4 mL). The mixture was heated in an oil bath set at 105° C. overnight. Reaction mixture was concentrated in vacuo and purification by prep TLC (4% MeOH in DCM as eluent) afforded the title compound as a solid. 1H NMR (400 MHz, CDCl3): δ 0.95-1.22 (m, 4H), 1.93-2.09 (m, 1H), 5.10 (br. s., 2H), 7.02-7.18 (m, 6H), 7.32-7.44 (m, 3H), 7.55-7.62 (m, 2H). MS (ES+): m/z 343.15 (100)[MH+]. HPLC: tR=2.52 min (Open Lynx polar—5 min).

Provenance & Evidence