Hydrochloric Acid → N-[4-(1-azabicyclo[2.2.2]oct-3-yloxy)phenyl]-N-(4-methylthien-3-yl)amine Hydrochloride

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Reaction Steps

The product of Example 26A (198 mg, 0.57 mmol) in ethyl acetate (5 mL) was treated with 4M HCl in 1,4-dioxane (0.5 mL, 2 mmol) at ambient temperature for 10 hours. The title compound was obtained as a solid (155 mg, yield, 77%). 1H NMR (MeOH-d4, 300 MHz) δ 1.80–2.02(m, 2H), 2.03–2.16 (m, 4H), 2.30–2.38 (m, 1H), 2.46–2.55 (m, 1H), 3.20–3.47 (m, 5H), 3.72–3.80 (m, 1H), 4.68–4.75 (m, 1H), 6.66 (d, J=3.4 Hz, 1H), 6.83–6.99 (m, 5H) ppm. MS (DCl/NH3) m/z 315 (M+H)+. Anal. Calculated for C18H22N2OS.1.05HCl C, 61.29; H 6.59; N, 7.94. Found: C, 61.25; H, 6.50; N, 7.82.

Provenance & Evidence