Réaction #84085

ord-bea52284a4cb45d78d19afa82006ae01

Équation de réaction

O=C(O)c1ccc(B(O)O)cc1
4-carboxyphenylboronic acid
Oc1ccc2nc(Cl)c(C(F)(F)F)cc2c1
2-chloro-3-(trifluoromethyl)quinolin-6-ol
Oc1ccc2nc(Cl)c(C(F)(F)F)cc2c1
Intermediate 6
Oc1ccc2nc(Cl)c(C(F)(F)F)cc2c1
2-chloro-3-(trifluoromethyl)quinolin-6-ol
O=C(O)c1ccc(-c2nc3ccc(O)cc3cc2C(F)(F)F)cc1
4-(6-hydroxy-3-(trifluoromethyl)quinolin-2-yl)benzoic acid

Conditions de réaction

Conditions détaillées
See reaction.notes.procedure_details.

Mode opératoire

Followed Scheme 3: starting with 4-carboxyphenylboronic acid and 2-chloro-3-(trifluoromethyl)quinolin-6-ol (Intermediate 6). 1H NMR (DMSO, 400 MHz): δ 13.10 (brs, 1H), 10.45 (brs, 1H), 8.84 (s, 1H), 8.02 (d, J=8.4 Hz, 2H), 7.97 (d, J=8.8 Hz, 1H), 7.60 (d, J=8.0 Hz, 2H), 7.50 (dd, J=9.2, 2.8 Hz, 1H), 7.40 (d, J=2.8 Hz, 1H). MS (ESI): m/z 333.9 [M+H]+.

Source

DOI: 10.6084/m9.figshare.5104873.v1Brevet: US09433618B2uspto-grants-2016_09