4-Chlorophenylboronic acid → HCID 86679884, 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; 63 mg, 0.2 mmol) was reacted with 4-chlorophenylboronic acid (available from Combi-Blocks Inc.; 56 mg, 0.4 mmol). The resulting ester was hydrolyzed and the acid was purified to give 4′-chloro-4-[4-(3,4-dichloro-phenyl)-thiazol-2-yl]-biphenyl-2-carboxylic acid (27 mg, 29%). 1H NMR (400 MHz, DMSO-d6) δ 8.47 (s, 1H), 8.37 (s, 1H), 8.33 (s, 1H), 8.22 (d, J=8.0 Hz, 1H), 8.09 (d, J=8.5 Hz, 1H), 7.76 (d, J=8.5 Hz, 1H), 7.56 (d, J=8.0 Hz, 1H), 7.51 (d, J=6.8 Hz, 2H), 7.42 (d, J=6.8 Hz, 2H).

Provenance & Evidence