2,3,5-Trichlorophenylboronic acid → HCID 86679886, 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 2,3,5-trichlorophenylboronic acid (available from Alfa Aesar; 113 mg, 0.5 mmol). The resulting ester was hydrolyzed and the acid was purified to give 2′,3′,5′-trichloro-4-[4-(3,4-dichloro-phenyl)-thiazol-2-yl]-biphenyl-2-carboxylic acid (2.5 mg, 2%). 1H NMR (300 MHz, DMSO-d6) δ 13.27 (br s, 1H), 8.58 (d, J=1.9 Hz, 1H), 8.50 (s, 1H), 8.34 (d, J=2.1 Hz, 1H), 8.30 (d, J=7.9 Hz, 1H), 8.10 (dd, J=8.4, 2.0 Hz, 1H), 8.00 (d, J=2.4 Hz, 1H), 7.88 (d, J=2.4 Hz, 1H), 7.77 (d, J=8.5 Hz, 1H), 7.64 (d, J=2.4 Hz, 1H), 7.47-7.53 (m, 1H).

Provenance & Evidence