Ammonia → HCID 44538894, compound

Participants

Reaction Steps

20 M NH3 in H2O (4 mL) was added to a suspension of 8-chloro-3-cyclohexyl-1-(4-phenoxyphenyl)-imidazo[1,5-a]pyrazine (82 mg, 0.20 mmol) in 2-butanol (0.9 mL). The mixture was heated in an oil bath set at 105° C. overnight. The reaction was stopped at this time and concentrated in vacuo. Purification by prep TLC using 3% NH3 in MeOH in DCM afforded 41.4 mg of the title compound as an off white solid. 1H NMR (400 MHz, CDCl3): δ=1.27-1.52 (m, 3H), 1.73-1.96 (m, 5H), 1.99-2.10 (m, 2H), 2.84-3.02 (m, 1H), 5.28 (br. s., 2H), 7.01-7.08 (m, 3H), 7.09-7.14 (m, 3H), 7.23 (d, J=5.31 Hz, 1H), 7.32-7.40 (m, 2H), 7.58-7.65 (m, 2H). MS (ES+): m/z 385.03 (100)[MH+]. HPLC: tR=2.83 min (Open Lynx polar—5 min).

Provenance & Evidence