Réaction #84090

ord-7c716fd3836f4e84a9ad8c349c6bb0d0

Équation de réaction

COc1ccc2nc(Cl)cc(F)c2c1
2-chloro-4-fluoro-6-methoxyquinoline
COc1ccc2nc(Cl)cc(F)c2c1
Intermediate 7
COc1ccc2nc(Cl)cc(F)c2c1
2-chloro-4-fluoro-6-methoxyquinoline
O=C(O)c1ccc(B(O)O)c(Cl)c1
4-carboxy-2-chlorophenylboronic acid
O=C(O)c1ccc(-c2cc(F)c3cc(O)ccc3n2)c(Cl)c1
3-chloro-4-(4-fluoro-6-hydroxyquinolin-2-yl)benzoic acid

Conditions de réaction

Conditions détaillées
See reaction.notes.procedure_details.

Mode opératoire

Followed Scheme 2, B conditions starting with 2-chloro-4-fluoro-6-methoxyquinoline (Intermediate 7) and 4-carboxy-2-chlorophenylboronic acid. 1H NMR (MeOD 400 MHz): δ 8.20 (d, J=1.2 Hz, 1H), 8.10 (dd, J=8.0, 1.6 Hz, 1H), 8.02 (d, J=9.2, 1.2 Hz, 1H), 7.75 (d, J=8.0 Hz, 1H), 7.52-7.45 (m, 2H), 7.47 (d, J=2.4 Hz, 1H). MS (ESI): m/z 317.9 [M+H]+.

Source

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