3,4-Dimethoxyphenylboronic acid → 2-(5,6-Dimethoxy-benzoimidazol-1-yl)-4-(3,4-dimethoxy-phenyl)-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-dimethoxyphenylboronic acid (27.3 mg, 0.15 mmol) gave 2-(5,6-Dimethoxy-benzoimidazol-1-yl)-4-(3,4-dimethoxy-phenyl)-thiazole-5-carboxylic acid (26.4 mg, 60%) as a white solid. 1H NMR (400 MHz, DMSO-d6) δ ppm 13.45 (br.s., 1 H); 8.83 (s, 1 H); 7.86 (s, 1 H); 7.66 (d, 1 H); 7.60 (dd, 1 H); 7.40 (s, 1 H); 7.08 (d, 1H); 3.87 (s, 3 H); 3.85 (s, 3 H); 3.84 (s, 3 H); 3.82 (s, 3 H). MS m/z 442 (M+1).

Provenance & Evidence