4-Bromophenylhydrazine hydrochloride → 9-bromo-3,4,5,6-tetrahydro-1H-2,5-ethanoazepino[4,3-b]indole

Participants

Reaction Steps

4-Bromophenylhydrazine hydrochloride (4.33 g, 19.37 mmol; Aldrich) and the product of Example 1A (2.70 g, 19.37 mmol) were processed as described in Example 1B to provide the title compound: 1H NMR (300 MHz, methanol-d4) δ ppm 2.14-2.36 (m, 4 H), 3.17-3.25 (m, 1 H), 3.33-3.45 (m, 2 H), 3.45-3.65 (m, 2 H), 4.54 (s, 2 H), 7.18 (dd, J=8.8, 1.8 Hz, 1 H), 7.24 (d, J=9.1 Hz, 1 H), 7.51 (d, J=2.4 Hz, 1 H); MS (DCI) m/z 291/293 (M+H)+.

Provenance & Evidence