Hydrochloride methanol → 3-(5-Bromo-1H-indol-1-yl)quinuclidine

Participants

Reaction Steps

Compound 68 (137 mg, 0.371 mmol) was dissolved in anhydrous 1M HCl/methanol (10 mL) in a dry argon purged flask, refluxed for 1 hour, concentrated under reduced pressure to yield HCl salt of 69 as an off-white solid (129 mg, 100%). 1H NMR (MeOD) δ 1.89-2.00 (m, 2H), 2.10-2.20 (m, 1H), 2.25-2.34 (m, 1H), 2.39-2.44 (m, 1H), 3.43-3.53 (m, 3H), 3.64-3.77 (m, 1H), 3.86-3.93 (m, 1H), 4.00-4.09 (m, 1H), 5.17-5.22 (m, 1H), 6.58 (d, 1H, J=3.4 Hz), 7.31 (dd, 1H, J=8.5, 1.8 Hz), 7.42 (d, 1H, J=8.8 Hz), 7.70 (d, 1H, J=3.5 Hz), 7.73 (d, 1H, J=1.8 Hz); ESI-MS (m/z, %): 305/307 (MH+, 100%).

Provenance & Evidence