(4-Cyano-2-methyl-phenyl)boronic acid → 4'-Cyano-4-[4-(3,4-dichloro-phenyl)-thiazol-2-yl]-2'-methyl-biphenyl-2-carboxylic acid

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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 2-methyl-4-cyanophenylboronic acid (available from Aldrich Chemical Company, Inc.; 64 mg, 0.4 mmol). The resulting ester was hydrolyzed and the acid was purified to give 4′-cyano-4-[4-(3,4-dichloro-phenyl)-thiazol-2-yl]-2′-methyl-biphenyl-2-carboxylic acid (13 mg, 14%). 1H NMR (400 MHz, DMSO-d6) δ 13.14 (br s, 1H), 8.54 (d, J=2.0 Hz, 1H), 8.49 (s, 1H), 8.34 (d, J=2.0 Hz, 1H), 8.28 (dd, J=8.0, 2.0 Hz, 1H), 8.09 (dd, J=8.5, 2.0 Hz, 1H), 7.75-7.83 (m, 2H), 7.71 (d, J=7.8 Hz, 1H), 7.41 (d, J=8.0 Hz, 1H), 7.31 (d, J=8.0 Hz, 1H).

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