Hydrochloric Acid → HCID 67996164, compound

Participants

Reaction Steps

A 50-mL round-bottom flask was charged with tert-butyl 1-((9-(3-(dimethylamino)propyl)-9H-carbazol-3-yl)methyl)piperidin-3-ylcarbamate (200 mg, 0.43 mmol, 1.00 equiv) and conc. HCl (1 mL) in 1,4-dioxane (3 mL). The resulting mixture was stirred at room temperature for 1 hour. Upon completion, the resulting mixture was concentrated on a rotary evaporator to give the crude that was re-crystallized from 1:1 CH3OH/ether affording 1-((9-(3-(dimethylamino)propyl)-9H-carbazol-3-yl)methyl)piperidin-3-amine dihydrochloride yellow solid (0.2 g, 98%). LCMS: [M+H]+: 365. 1H NMR (D2O, 300 MHz) δ 8.08-8.05 (m, 2H), 7.53-7.44 (m, 4H), 7.28-7.23 (m, 1H), 4.47 (br, 2H), 4.31 (t, 2H), 3.73 (br, 1H), 3.55-3.47 (m, 2H), 3.06-2.90 (m, 4H), 2.64 (s, 6H), 2.22-2.13 (m, 3H), 2.05-2.00 (m, 1H), 1.67-1.54 (m, 2H).

Provenance & Evidence