Reacción #7342
ord-04c274e7ad19452d83077b67cba5d514
Ecuación de reacción
6b
4-Bromo-2-(3-fluoro-4-hydroxyphenyl)quinolin-6-ol
p-tolylboronic acid
→
2-(3-Fluoro-4-hydroxyphenyl)-4-(4-methylphenyl)quinolin-6-ol
Rendimiento 85.0%
Reactivos
Ninguno
Condiciones de reacción
Condiciones detalladas
See reaction.notes.procedure_details.
Procedimiento
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.