5-Chloro-2-cyanophenylboronic acid → HCID 71536086, compound

Participants

Reaction Steps

Using the conditions of General Procedure B for Suzuki Coupling and Hydrolysis in Parallel Mode, 2-bromo-5-[4-(3,4-dichloro-phenyl)-thiazol-2-yl]-benzoic acid methyl ester (which may be prepared as described for Intermediate 6; 89 mg, 0.2 mmol) was reacted with and 5-chloro-2-cyanophenylboronic acid (available from Combi-Blocks Inc.; 73 mg, 0.4 mmol). The resulting ester was hydrolyzed and the acid was purified to give 5′-chloro-2′-cyano-4-[4-(3,4-dichloro-phenyl)-thiazol-2-yl]-biphenyl-2-carboxylic acid (12 mg, 12%). 1H NMR (400 MHz, DMSO-d6) δ 13.38 (br s, 1H), 8.63 (d, J=2.0 Hz, 1H), 8.52 (s, 1H), 8.31-8.37 (m, 2H), 8.10 (dd, J=8.5, 2.0 Hz, 1H), 7.97 (d, J=8.3 Hz, 1H), 7.78 (d, J=8.5 Hz, 1H), 7.65-7.73 (m, 2H), 7.59 (d, J=8.0 Hz, 1H).

Provenance & Evidence