3,4-Dichlorobenzeneboronic acid → 4-(3,4-Dichloro-phenyl)-2-(5,6-dimethoxy-benzoimidazol-1-yl)-thiazole-5-carboxylic acid

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Reaction Steps

In a similar manner as described for Example 26, 4-bromo-2-(5,6-dimethoxy-benzoimidazol-1-yl)-thiazole-5-carboxylic acid methyl ester (40 mg, 0.1 mmol) and 3,4-dichlorophenylboronic acid (28.6 mg, 0.15 mmol) gave 4-(3,4-Dichloro-phenyl)-2-(5,6-dimethoxy-benzoimidazol-1-yl)-thiazole-5-carboxylic acid (15.9 mg, 35%) as a white solid. 1H NMR (400 MHz, DMSO-d6) δ ppm 13.81 (br.s., 1 H); 8.85 (s, 1 H); 8.25 (d, 1 H); 7.97 (dd, 1 H); 7.81 (s, 1 H); 7.79 (d, 1 H); 7.39 (s, 1 H); 3.85 (s, 3 H); 3.87 (s, 3 H). MS m/z 450 (M+1).

Provenance & Evidence