Reaktion #7345

ord-abdf39d15bf8495fba05b5d7db69b61a

Reaktionsgleichung

Oc1ccc2nc(-c3ccc(O)c(F)c3)cc(Br)c2c1
6b
Oc1ccc2nc(-c3ccc(O)c(F)c3)cc(Br)c2c1
4-Bromo-2-(3-fluoro-4-hydroxyphenyl)quinolin-6-ol
N#Cc1ccc(B(O)O)cc1
4-cyanophenylboronic acid
N#Cc1ccc(-c2cc(-c3ccc(O)c(F)c3)nc3ccc(O)cc23)cc1
4-(4-Cyanophenyl)-2-(3-fluoro-4-hydroxyphenyl)quinolin-6-ol
Ausbeute 52.0%

Reaktionsbedingungen

Detaillierte Bedingungen
See reaction.notes.procedure_details.

Vorschrift

This compound was prepared from 6b using 4-cyanophenylboronic acid according to method P. Yellow powder; Yield: 52%; mp 266–267° C.; 1H-NMR (400 MHz, DMSO-d6) δ 6.97 (d, J=2.7 Hz, 1H), 7.07 (t, J=8.8 Hz, 1H), 7.34 (dd, J=9.0, 2.6 Hz, 1H), 7.82 (d, J=8.5 Hz, 2H), 7.92 (s, 1H), 7.95–8.00 (m, 2H), 8.07–8.10 (m, 3H), 10.00 (s, 1H), 10.21 (s, 1H); MS (ESI) m/z 355 ([M−H]−), 357 ([M+H]+); Anal. Calcd for C22H13FN2O2: C: 74.15, H: 3.68, N: 7.86. Found: C: 73.69, H: 3.53, N: 7.86.

Quelle

DOI: 10.6084/m9.figshare.5104873.v1Patent: US07084276B2uspto-grants-2006_08