Hydrochloric Acid → 1-(5-{[4-(1-azabicyclo[2.2.2]oct-3-yloxy)phenyl]amino}thien-2-yl)ethanone Hydrochloride
Reaction equation
[N:1]12[CH2:8][CH2:7][CH:4]([CH2:5][CH2:6]1)[CH:3]([O:9][C:10]1[CH:15]=[CH:14][C:13]([NH:16][C:17]3[S:21][C:20]([C:22](=[O:24])[CH3:23])=[CH:19][CH:18]=3)=[CH:12][CH:11]=1)[CH2:2]2.[ClH:25]>C(OCC)(=O)C>[ClH:25].[N:1]12[CH2:8][CH2:7][CH:4]([CH2:5][CH2:6]1)[CH:3]([O:9][C:10]1[CH:11]=[CH:12][C:13]([NH:16][C:17]3[S:21][C:20]([C:22](=[O:24])[CH3:23])=[CH:19][CH:18]=3)=[CH:14][CH:15]=1)[CH2:2]2Participants
4
Procedure
The product of Example 25A (40 mg, 0.12 mmol) was treated with HCl (Aldrich, in dioxane, 4M, 0.2 mL, 0.8 mmol) in ethyl acetate (3 mL) at ambient temperature for 10 h. The title compound was obtained as solid (37 mg, yield, 64%). 1H NMR (MeOH-d4, 300 MHz) δ 1.82–2.19(m, 3H), 2.30–2.38 (m, 1H), 2.41 (s, 3H), 2.46–2.55 (m, 1H), 3.23–3.47 (m, 5H), 3.76–3.84 (m, 1H), 4.78–4.85 (m, 1H), 6.40 (d, J=4.4 Hz, 1H), 7.00 (d, J=8.8 Hz, 2H), 7.25 (d, J=8.8 Hz, 2H), 7.65 (d, J=4.4 Hz, 1H) ppm. MS (DCl/NH3) m/z 343 (M+H)+.