2-Acetylphenylboronic acid → HCID 86679859, 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 2-acetylphenylboronic acid (available from ASDI Incorporated; 66 mg, 0.4 mmol). The resulting ester was hydrolyzed and the acid was purified to give 2′-acetyl-4-[4-(3,4-dichloro-phenyl)-thiazol-2-yl]-biphenyl-2-carboxylic acid (14 mg, 15%). 1H NMR (400 MHz, DMSO-d6) δ 12.97 (br s, 1H), 8.44-8.50 (m, 2H), 8.34 (d, J=1.8 Hz, 1H), 8.20 (dd, J=7.9, 1.9 Hz, 1H), 8.09 (dd, J=8.3, 2.0 Hz, 1H), 7.81-7.88 (m, 1H), 7.77 (d, J=8.5 Hz, 1H), 7.55-7.64 (m, 1H), 7.45-7.54 (m, 1H), 7.34 (d, J=8.0 Hz, 1H), 7.19-7.28 (m, 1H), 6.52 (s, 1H), 2.32 (s, 3H).

Provenance & Evidence