m-Chloroperbenzoic acid → HCID 57961018, compound

Participants

Reaction Conditions

Reaction Steps

To a solution of 3-cyclobutyl-1-(4-phenylsulfanylphenyl)-imidazo[1,5-a]pyrazin-8-ylamine (15.0 mg, 0.0403 mmol) in DCM (3 mL, 0.05 mol) at 0° C. was added a solution of m-chloroperbenzoic acid (10.4 mg, 0.0604 mmol) in DCM. The mixture was stirred at 0° C. for 30 min. Sat. aq. NaHCO3 solution was added to quench, and the material was transferred to a separatory funnel. The organic layer was concentrated in vacuo and redissolved in DMF (1 mL) for Gilson HPLC separation. The fractions containing the pure product were concentrated in vacuo to afford the title compound as a yellow solid. 1H NMR (400 MHz, CDCl3): δ=1.98-2.09 (m, 1H), 2.11-2.23 (m, 1H), 2.44-2.53 (m, 2H), 2.55-2.65 (m, 2H), 3.80 (t, J=8.5 Hz, 1H), 7.04 (d, J=5.3 Hz, 1H), 7.13 (d, J=5.3 Hz, 1H), 7.47-7.53 (m, 3H), 7.68-7.71 (m, 2H), 7.79 (s, 4H). MS (ES+): m/z 389.02 (100) [MH+]. HPLC: tR=2.17 min (Open Lynx, polar—5 min).

Provenance & Evidence