Hydrochloric Acid → 1-(5-{[4-(1-azabicyclo[2.2.2]oct-3-yloxy)phenyl]amino}thien-2-yl)ethanone Hydrochloride

HRID 1294675Notes

Reaction equation

HRID 1294675 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]2

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 111636871-(5-{[4-(1-Azabicyclo[2.2.2]oct-3-yloxy)phenyl]amino}thien-2-yl)ethanone

Product 1

HCID 695195861-(5-{[4-(1-azabicyclo[2.2.2]oct-3-yloxy)phenyl]amino}thien-2-yl)ethanone Hydrochloride

Reagents, catalysts & solvents 1

HCID 8857Ethyl AcetateSolvent

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)+.

Sources & evidence

ORD record
ord-74b027efd46d488b97e4cd46fcba4968
Source dataset
uspto-grants-2007_07
Patent number
US07241773B2

Reaction notes

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