2-Chloro-4-ethoxyphenylboronic Acid (contains varying amounts of Anhydride) → HCID 71535530, 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-chloro-4-ethoxyphenylboronic acid (available from Combi-Blocks Inc.; 100 mg, 0.5 mmol). The resulting ester was hydrolyzed and the acid was purified to give 2′-chloro-4-[4-(3,4-dichloro-phenyl)-thiazol-2-yl]-4′-ethoxy-biphenyl-2-carboxylic acid (3 mg, 2%). 1H NMR (300 MHz, DMSO-d6) δ 13.02 (br s, 1H), 8.48 (s, 2H), 8.33 (d, J=1.9 Hz, 1H), 8.24 (d, J=7.9 Hz, 1H), 8.09 (dd, J=8.4, 2.0 Hz, 1H), 7.77 (d, J=8.5 Hz, 1H), 7.43 (d, J=7.9 Hz, 1H), 7.25 (d, J=8.5 Hz, 1H), 7.08 (d, J=2.4 Hz, 1H), 6.90-7.02 (m, 2H), 4.10 (q, J=7.0 Hz, 2H), 1.36 (t, J=6.9 Hz, 3H).

Provenance & Evidence