3-Cyanophenylboronic acid → HCID 86679854, 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-cyanophenylboronic acid (available from Combi-Blocks Inc.; 59 mg, 0.4 mmol). The resulting ester was hydrolyzed and the acid was purified to give 3′-cyano-4-[4-(3,4-dichloro-phenyl)-thiazol-2-yl]-biphenyl-2-carboxylic acid (19 mg, 21%). 1H NMR (400 MHz, DMSO-d6) δ 13.30 (br s, 1H), 8.48 (s, 1H), 8.45 (d, J=1.8 Hz, 1H), 8.34 (d, J=2.0 Hz, 1H), 8.26 (dd, J=8.0, 1.8 Hz, 1H), 8.10 (dd, J=8.3, 2.0 Hz, 1H), 7.85-7.92 (m, 2H), 7.71-7.81 (m, 2H), 7.57-7.69 (m, 2H).

Provenance & Evidence