2-Methoxypyrimidine-5-boronic acid → (2R)-N,N-dibenzyl-8-(2-methoxypyrimidin-5-yl)-1,2,3,4-tetrahydronaphthalen-2-amine

Participants

Reaction Steps

The title compound was synthesized as described for Intermediate example I-2 in 63% yield, starting from 2-methoxypyrimidine-5-boronic acid and (2R)-N,N-dibenzyl-8-bromo -1,2,3,4-tetrahydronaphthalen-2-amine. The reaction mixture was irradiated in a microwave at 150° C. for 1 h; 1H NMR (400 MHz, DMSO-d6) δ ppm 8.59 (s, 2 H), 7.21-7.33 (m, 8 H), 7.08-7.21 (m, 4 H), 7.02 (dd, 1 H), 4.00 (s, 3 H), 3.53-3.70 (m, 4 H), 2.87-3.01 (m, 2 H), 2.64-2.84 (m, 2 H), 2.43-2.53 (m, 1 H, obscured by DMSO), 2.03-2.15 (m, 1 H), 1.62-1.77 (m, 1 H); MS (ESI) m/z 436[M+H+].

Provenance & Evidence