5-Bromo-2-cyclopropylpyrimidine → (3S)-N,N-dibenzyl-5-(2-cyclopropylpyrimidin-5-yl)chroman-3-amine

Participants

Reaction Steps

The title compound was synthesized as described for Intermediate example I-28 in 53% yield, starting from (3S)-N,N-dibenzyl-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)chroman-3-amine and 5-bromo-2-cyclopropylpyrimidine (1.1 equiv); 1H NMR (400 MHz, CDCl3) δ ppm 8.55 (s, 2 H), 7.27-7.36 (m, 8 H), 7.13-7.26 (m, 3 H), 6.86 (dd, 1 H), 6.75 (dd, 1 H), 4.32-4.41 (m, 1 H), 4.02 (t, 1 H), 3.70 (s, 4 H), 3.14-3.25 (m, 1 H), 2.76-2.89 (m, 1 H), 2.59-2.69 (m, 1 H), 2.30-2.40 (m, 1 H), 1.22-1.28 (m, 2 H), 1.13-1.21 (m, 2 H); MS (ESI) m/z 448[M+H+].

Provenance & Evidence