Hydrochloric Acid → HCID 59577555, compound

Participants

Reaction Steps

To a solution of (R)-1-{1-[6-(benzothiazol-2-yloxy)-1H-indol-3-ylmethyl]-piperidin-4-yl}-4-(tert-butyl-dimethyl-silanyloxy)-pyrrolidin-2-one (200 mg, 0.35 mmol) in MeOH:DCM (1:1, 15 mL) was added 4 M HCl in dioxane (5 mL) and the resulting reaction mixture was stirred (rt, 3 h). The reaction mixture was concentrated in vacuo to provide the title compound as a tan solid (112 mg, 70%). MS (ESI): mass calcd. for C25H26N4O3S, 462.5; m/z found, 463.1 [M+H]+. 1H NMR (500 MHz, CDCl3): 9.00 (br s, 1H), 7.73-7.71 (m, 2H), 7.62 (d, J=7.9, 1H), 7.39-7.33 (m, 2H), 7.28-7.23 (m, 1H), 7.12-7.07 (m, 2H), 4.35 (t, J=8.4, 1H), 3.95-3.90 (m, 1H), 3.69 (s, 2H), 3.37-3.33 (m, 1H), 3.21-3.15 (m, 1H), 3.04-3.02 (m, 2H), 3.41-3.38 (m, 1H), 2.10-2.04 (m, 2H), 1.94-1.89 (m, 1H), 1.77-1.73 (m, 2H), 1.64-1.60 (m, 2H)

Provenance & Evidence