2-Methyl-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyridine → 7-(6-Methylpyridin-3-yl)-1,2,3,4,5,6-hexahydro-1,4-methanoazepino[4,3-b]indole

Participants

Reaction Steps

The product of Example 30A (55 mg, 0.20 mmol) and 6-methylpyridine-3-boronic acid pinacol ester (44 mg, 0.20 mmol; Synthonix) were processed as described in Example 11 to provide the title compound: 1H NMR (400 MHz, methanol-d4) δ ppm 1.99-2.05 (m, 1H), 2.09-2.17 (m, 1H), 2.60 (s, 3H), 2.88 (dd, J=17.1, 2.4 Hz, 1H), 3.12-3.20 (m, 2H), 3.23-3.28 (m, 1H), 3.57 (t, J=3.4 Hz, 1H), 4.05 (dt, J=5.5, 2.7 Hz, 1H), 7.01-7.05 (m, 1H), 7.11 (t, J=7.5 Hz, 1H), 7.42 (d, J=8.2 Hz, 1H), 7.50 (dd, J=7.8, 1.1 Hz, 1H), 7.94 (dd, J=7.9, 2.1 Hz, 1H), 8.61 (d, J=2.1 Hz, 1H); MS (ESI+) m/z 290 (M+H)+.

Provenance & Evidence