Hydrochloric Acid → HCID 68517078, compound

Participants

Reaction Steps

To a solution of (3R,4R)-3-(5,6-dihydro-4H-pyrrolo[3,2,1-ij]quinolin-1-yl)-4-(1H-indol-3-yl)-pyrrolidine-1-carboxylic acid tert-butyl ester (0.205 g, 0.46 mmol) in DCM (10 mL) was added HCl 4M in dioxane (1.15 mL, 4.6 mmol) under N2. The mixture was stirred overnight at room temperature. The solvent was removed under reduced pressure and the residue washed with DCM. Re-crystallization from EtOH gave 1-[(3R,4R)-4-(1H-Indol-3-yl)-pyrrolidin-3-yl]-5,6-dihydro-4H-pyrrolo[3,2,1-ij]quinoline HCl salt as a white solid. M.p.=dec.>70° C.; 1H NMR (400 MHz, DMSO-d6) δ: 10.95 (s, 1H), 9.24 (s, 1H), 7.54 (d, J=8.0 Hz, 1H), 7.39 (d, J=8.0 Hz, 1H), 7.32-7.26 (m, 3H), 7.05 (t, J=7.6 Hz, 1H), 6.94 (t, J=7.6 Hz, 1H), 6.87 (t, J=7.6 Hz, 1H), 6.80 (d, J=7.2 Hz, 1H), 4.03 (m, 4H), 3.85 (br s, 1H), 3.52-3.35 (m, 3H), 2.85 (t, J=6.0 Hz, 2H), 2.05 (m, 2H). LCMS: m/e 342.17 [M+H].

Provenance & Evidence