Réaction #84082

ord-1e450f8fa336456e9f199151c4e059cc

Équation de réaction

Oc1ccc2nc(Cl)ccc2c1
2-chloroquinolin-6-ol
COC(=O)c1ccc(B2OC(C)(C)C(C)(C)O2)c(C)c1
methyl 3-methyl-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzoate
Cc1cc(C(=O)O)ccc1-c1ccc2cc(O)ccc2n1
4-(6-hydroxyquinolin-2-yl)-3-methylbenzoic acid

Conditions de réaction

Conditions détaillées
See reaction.notes.procedure_details.

Mode opératoire

Followed Scheme 3: Starting Materials: 2-chloroquinolin-6-ol and methyl 3-methyl-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzoate. 1H NMR (DMSO-d6, 400 MHz): δ 10.45 (brs, 1H), 8.61-8.46 (m, 1H), 8.03 (d, J=8.8 Hz, 1H), 7.96 (s, 1H), 7.92 (d, J=8.0 Hz, 1H), 7.78 (d, J=8.8 Hz, 1H), 7.66 (d, J=8.0 Hz, 1H), 7.50 (d, J=8.0 Hz, 1H), 7.35 (s, 1H), 2.42 (s, 3H). MS (ESI): m/z 279.9 [M+H]+.

Source

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