Reaktion #7349

ord-bf76c2d6b3c04c949b881161cb4b3370

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
OB(O)c1cncnc1
5-pyrimidinylboronic acid
Oc1ccc2nc(-c3ccc(O)c(F)c3)cc(-c3cncnc3)c2c1
2-(3-Fluoro-4-hydroxyphenyl)-4-(5-pyrimidinyl)quinolin-6-ol
Ausbeute 34.0%

Reaktionsbedingungen

Detaillierte Bedingungen
See reaction.notes.procedure_details.

Vorschrift

This compound was prepared from 6b using 5-pyrimidinylboronic acid according to method P. Yellow powder; Yield: 34%; mp>340° C. (dec.); 1H-NMR (400 MHz, DMSO-d6) δ 7.00 (d, J=2.6 Hz, 1H), 7.08 (t, J=8.8 Hz, 1H), 7.36 (dd, J=9.0, 2.6 Hz, 1 H), 7.98–8.02 (m, 2H), 8.08 (s, 1H), 8.11 (dd, J=13.1, 2.2 Hz, 1H), 9.11 (s, 2H), 9.37 (s, 1H), 10.07 (s, 1H), 10.24 (s, 1H); MS (ESI) m/z 332 ([M−H]−), 334 ([M+H]+); Anal. Calcd for C19H12FN3O2: C: 68.47, H: 3.63, N: 12.61. Found: C: 65.37, H: 3.98, N:11.30.

Quelle

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