HuagongsheHuagongshe Chemistry Print Report · For research reference only
2-Chlorophenylboronic acid → 4-(2-Chloro-phenyl)-2-(5,6-dimethoxy-benzoimidazol-1-yl)-thiazole-5-carboxylic acid
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 2-Chlorophenylboronic acid | HCID 2734322 | — |
| Reactant | 4-Bromo-2-(5,6-dimethoxy-benzoimidazol-1-yl)-thiazole-5-carboxylic acid methyl ester | HCID 57595851 | — |
| Product | 4-(2-Chloro-phenyl)-2-(5,6-dimethoxy-benzoimidazol-1-yl)-thiazole-5-carboxylic acid | HCID 23653914 | 46.2% |
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 2-chlorophenylboronic acid (23.5 mg, 0.15 mmol) gave 4-(2-Chloro-phenyl)-2-(5,6-dimethoxy-benzoimidazol-1-yl)-thiazole-5-carboxylic acid (19.2 mg, 46%) as a white solid. 1H NMR (400 MHz, DMSO-d6) δ ppm 13.63 (br.s., 1 H); 8.82 (s, 1 H); 7.73 (s, 1 H); 7.59-7.65 (m, 2 H); 7.51 (td, 1 H); 7.46 (d, 1H); 7.39 (s, 1 H); 3.85 (s, 3 H); 3.81 (s, 3 H). MS m/z 416 (M+1).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07504513B2 |
| Source dataset | uspto-grants-2009_03 |
| ORD ID | ord-0c432ad6e03a4d1ea75e44ac91761844 |
| Source note | uspto-grants-2009_03 |