2-Vinylpyridine → 7-[(E)-2-pyridin-2-ylvinyl]-3,4,5,6-tetrahydro-1H-2,5-ethanoazepino[4,3-b]indole

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Reaction Steps

The product of Example 1B (110 mg, 0.38 mmol; Aldrich) and 2-vinylpyridine (40 mg, 0.38 mmol; Aldrich) were processed as described in Example 1D to provide the title compound: 1H NMR (500 MHz, methanol-d4) δ ppm 2.04-2.17 (m, 4 H), 3.04-3.12 (m, 2 H), 3.13-3.17 (m, 1 H), 3.26 (ddd, J=14.1, 8.5, 5.8 Hz, 2 H), 4.25 (s, 2 H), 7.04 (t, J=7.6 Hz, 1 H), 7.26 (ddd, J=7.4, 5.0, 1.1 Hz, 1 H), 7.28-7.34 (m, 2 H), 7.41 (d, J=7.3 Hz, 1 H), 7.71-7.74 (m, J=7.9 Hz, 1 H), 7.82 (td, J=7.6, 1.8 Hz, 1 H), 7.93-8.01 (m, 1 H), 8.51 (dd, J=5.0, 0.8 Hz, 1 H); MS (APCI) m/z 316 (M+H)+.

Provenance & Evidence