2-Fluoropyridine-4-boronic acid → (3S)-N,N-dibenzyl-5-(2-fluoropyridin-4-yl)chroman-3-amine

Participants

Reaction Steps

The title compound was synthesized as described for Intermediate example I-2 in 68% yield, starting from 2-fluoro-4-pyridinylboronic acid and (3S)-3-(dibenzylamino)-3,4-dihydro-2H-chromen-5-yl trifluoromethanesulfonate. The reaction was irradiated in a microwave at 150° C. for 3 h; 1H NMR (400 MHz, DMSO-d6) δ ppm 8.30 (d, 1 H), 7.33-7.37 (m, 1 H), 7.24-7.33 (m, 8 H), 7.15-7.22 (m, 4 H), 6.79-6.87 (m, 2 H), 4.32-4.38 (m, 1 H), 4.04-4.10 (m, 1 H), 3.61-3.74 (m, 4 H), 2.93-3.10 (m, 2 H), 2.42-2.48 (m, 1 H); MS (ESI) m/z 425[M+H+].

Provenance & Evidence