Hydrochloric Acid → HCID 49869073, compound

Participants

Reaction Steps

A solution of tert-butyl 8-(4-((5-fluoropyridin-2-yl)methoxy)-2-oxopyridin-1(2H)-yl)-10-methyl-3,4,5,10-tetrahydroazepino[3,4-b]indole-2(1H)-carboxylate (0.12 mg, 0.23 mmol) in 4:1 MeOH/CH2Cl2 (5.0 mL) was treated with anhydrous 1.0 M HCl in diethyl ether (46 mL), and the resulting solution was stirred at ambient temperature for 2 h. The solids were collected by filtration, washed with Et2O and dried. Preparative TLC (Analtech, 20×20 cm, 1000 microns, 80:18:2 CH2Cl2/MeOH/NH4OH) afforded the title compound (41 mg, 43%) as an off-white powder: 1H NMR (500 MHz, DMSO-d6) δ 8.61 (d, J=2.5 Hz, 1H), 7.84-7.80 (m, 1H), 7.66-7.64 (m, 1H), 7.55 (d, J=7.5 Hz, 1H), 7.46 (d, J=8.5 Hz, 1H), 7.34 (s, 1H), 6.87 (dd, J=8.5, 1.5 Hz, 1H), 6.10 (dd, J=7.5, 2.5 Hz, 1H), 5.95 (d, J=3.0 Hz, 1H), 5.21 (s, 2H), 4.0 (s, 2H), 3.64 (s, 3H), 3.06 (t, J=5.5 Hz, 2H), 2.83 (t, J=5.5 Hz, 2H), 1.77-1.76 (m, 2H); ESI MS m/z 419 [M+H]+.

Provenance & Evidence