5-Bromo-2-methylpyridine → (2R)-N,N-dibenzyl-8-(6-methylpyridin-3-yl)-1,2,3,4-tetrahydronaphthalen-2-amine

Participants

Reaction Steps

The title compound was synthesized as described for Intermediate example I-48 in 63% yield starting from [(7R)-7-(dibenzylamino)-5,6,7,8-tetrahydronaphthalen-1-yl]boronic acid and 5-bromo-2-methylpyridine (1.6 equiv): 1H NMR (400 MHz, CDCl3) δ ppm 8.45 (d, 1 H), 7.48 (dd, 1 H), 7.30-7.36 (m, 4 H), 7.23-7.29 (m, 5 H), 7.07-7.23 (m, 4 H), 7.00 (d, 1 H), 3.63 (s, 4 H), 2.90-3.04 (m, 2 H), 2.74-2.86 (m, 1 H), 2.68-2.73 (m, 2 H), 2.67 (s, 3 H), 2.11-2.19 (m, 1 H), 1.67-1.82 (m, 1 H); MS (ESI) m/z 420[M+H+].

Provenance & Evidence