(3-Methoxyphenyl)boronic acid → HCID 71535533, 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 3-methoxyphenylboronic acid (available from Combi-Blocks Inc.; 61 mg, 0.4 mmol). The resulting ester was hydrolyzed and the acid was purified to give 4-[4-(3,4-dichloro-phenyl)-thiazol-2-yl]-3′-methoxy-biphenyl-2-carboxylic acid (65 mg, 71%). 1H NMR (400 MHz, DMSO-d6) δ 13.15 (br s, 1H), 8.46 (s, 1H), 8.28-8.39 (m, 2H), 8.20 (d, J=7.8 Hz, 1H), 8.09 (dd, J=8.5, 1.8 Hz, 1H), 7.76 (d, J=8.5 Hz, 1H), 7.59 (d, J=8.0 Hz, 1H), 7.36 (t, J=7.8 Hz, 1H), 6.86-7.06 (m, 3H), 3.80 (s, 3H).

Provenance & Evidence