Ammonia → (4r)-4-[5-(1H-Indol-5-yl)pyridin-2-yloxy]-1-azatricyclo[3.3.1.13,7]decane

Participants

Reaction Steps

Prepared from the product of Example 9F (45 mg, 0.14 mmol) and 5-indolylboronic acid (33 mg, 0.204 mmol; Maybridge) according to Method E: 1H NMR (300 MHz, CHCl3) δ ppm 1.76-1.86 (m, 2H), 2.26 (s, 2H), 2.39 (d, J=11.5 Hz, 2H), 3.26-3.44 (m, 5H), 5.37 (t, J=3.2 Hz, 1H), 6.61 (t, J=2.5 Hz, 1H), 6.85 (d, J=8.5 Hz, 1H), 7.25-7.30 (m, 1H), 7.31-7.41 (m, 1H), 7.48 (d, J=8.5 Hz, 1H), 7.77 (s, 1H), 7.86 (dd, J=8.5, 2.7 Hz, 1H) MS (DCI/NH3) m/z=346 (M+H)+; Anal. Calcd. for C22H22N3O.1.6H2O: C, 70.79; H, 6.80; N, 11.26. Found: C, 70.78; H, 6.44; N, 10.91.

Provenance & Evidence