Hydrochloric Acid → (S)-7-(quinuclidin-3-yl)-8,9-dihydro-[1,4]diazepino[6,7,1-hi]indazol-6(7H)-one hydrochloride

Participants

Reaction Steps

To a stirred solution of (S)-7-(quinuclidin-3-yl)-8,9-dihydro-[1,4]diazepino[6,7,1-hi]indazol-6(7H)-one (207 mg, 0.7 mmol) from Step H above in methanol (5 mL) was added hydrochloric acid (1.25 M solution in methanol, 1.1 mL, 1.4 mmol) at room temperature. The mixture was stirred for 5 min, concentrated under reduced pressure and diluted with diethyl ether to afford (S)-7-(quinuclidin-3-yl)-8,9-dihydro-[1,4]diazepino[6,7,1-hi]indazol-6(7H)-one hydrochloride as a white solid: 1H NMR (500 MHz, DMSO-d6) δ 10.24 (bs, 1H), 8.24 (s (1H), 8.10 (dd, J=7.0, 0.5 Hz, 1H), 8.04 (dd, J=8.0, 1.0 Hz, 1H), 7.30 (t, J=7.5 Hz, 1H), 4.80-4.60 (m, 3H), 4.30-3.90 (m, 2H), 3.70 (t, J=12.0 Hz, 1H), 3.60-3.45 (m, 2H), 3.30-3.05 (m, 3H), 2.40-2.35 (m, 1H), 2.10-1.80 (m, 4H): MS (ESI+) m/z 297 (M+H).

Provenance & Evidence