4,4,5,5-Tetramethyl-2-(5-phenylpent-1-en-1-yl)-1,3,2-dioxaborolane → 7-[(1E)-5-phenylpent-1-enyl]-3,4,5,6-tetrahydro-1H-2,5-ethanoazepino[4,3-b]indole

Beteiligte Stoffe

Reaktionsschritte

A suspension of the product of Example 1B (110 mg, 0.38 mmol) and 5-phenyl-1-pentenylboronic acid pinacol ester (123 mg, 0.45 mmol; Alfa) was processed as described in Example 4 to provide the title compound: 1H NMR (500 MHz, methanol-d4) δ ppm 1.79-1.90 (m, 2 H), 2.00-2.14 (m, 4 H), 2.28-2.37 (m, 2 H), 2.69 (t, J=7.0 Hz, 2 H), 3.00-3.08 (m, 2 H), 3.08-3.11 (m, 1 H), 3.22 (ddd, J=14.1, 8.5, 5.8 Hz, 2 H), 4.20 (s, 2 H), 6.33 (dt, J=15.9, 7.0 Hz, 1 H), 6.77 (d, J=15.9 Hz, 1 H), 6.93 (t, J=7.6 Hz, 1 H), 7.12-7.17 (m, 3 H), 7.18-7.22 (m, 2 H), 7.22-7.28 (m, 2 H); MS (APCI) m/z 357 (M+H)+. Anal. Calcd. for C25H28N2.0.2H2O: C, 83.38; H, 7.95; N, 7.78. Found: C, 83.29; H, 7.66; N, 7.68.

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