2-Chloro-4-methoxybenzeneboronic acid → HCID 71535534, compound

Participants

Reaction Steps

Using the conditions of General Procedure A 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; 111 mg, 0.25 mmol) was reacted with 2-chloro-4-methoxyphenylboronic acid (available from Combi-Blocks Inc.; 93 mg, 0.5 mmol). The resulting ester was hydrolyzed and the acid was purified to give 2′-chloro-4-[4-(3,4-dichloro-phenyl)-thiazol-2-yl]-4′-methoxy-biphenyl-2-carboxylic acid (6 mg, 5%). 1H NMR (300 MHz, DMSO-d6) δ 13.00 (br s, 1H), 8.46-8.51 (m, 2H), 8.33 (d, J=2.1 Hz, 1H), 8.24 (dd, J=8.1, 1.9 Hz, 1H), 8.09 (dd, J=8.5, 2.1 Hz, 1H), 7.77 (d, J=8.5 Hz, 1H), 7.43 (d, J=8.1 Hz, 1H), 7.27 (d, J=8.5 Hz, 1H), 7.10 (d, J=2.4 Hz, 1H), 6.99 (dd, J=8.5, 2.6 Hz, 1H), 3.83 (s, 3H).

Provenance & Evidence