Tolylboronic acid → 2-(3-Fluoro-4-hydroxyphenyl)-4-(4-methylphenyl)quinolin-6-ol

Participants

Reaction Steps

This compound was prepared from 6b using p-tolylboronic acid according to method P. Orange powder; Yield: 85%; mp 184-188° C.; 1H-NMR (300 MHz, DMSO-d6) δ 2.44 (s, 3H), 7.07 (dd, J=8.8, 8.8 Hz, 1H), 7.12 (d, J=2.6 Hz, 1H), 7.31 (dd, J=9.1, 2.6 Hz, 1H), 7.40 (d, J=8.0 Hz, 2H), 7.49 (d, J=8.0 Hz, 2H), 7.82 (s, 1H), 7.94 (dd, J=8.4, 2.1 Hz, 1H), 7.96 (d, J=9.0 Hz, 1H), 8.07 (dd, J=13.0, 2.0 Hz, 1H), 9.91 (s, 1H), 10.21 (s, 1H); MS (ESI) m/z 344 ([M−H]−), 346 ([M+H]+); Anal. Calcd for C22H16FNO2: C, 76.51; H, 4.67; N, 4.06. Found: C, 75.55; H, 4.50; N, 3.74.

Provenance & Evidence