HuagongsheHuagongshe Chemistry Print Report · For research reference only
1,10-Phenanthroline → Methyl 3-[[6-[(3,5-dibromo-4-chloro-2-pyridinyl)oxy]-1-methyl-1H-benzimidazol-2-yl]methoxy]benzoate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 1,10-Phenanthroline | HCID 1318 | — |
| Reactant | Cesium carbonate | HCID 10796 | — |
| Reactant | Methyl 3-[(6-hydroxy-1-methyl-1H-benzimidazol-2-yl)methoxy]benzoate | HCID 56933238 | — |
| Reactant | HCID 66705837 | HCID 66705837 | — |
| Catalyst | Copper iodide | HCID 83717 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | Methyl 3-[[6-[(3,5-dibromo-4-chloro-2-pyridinyl)oxy]-1-methyl-1H-benzimidazol-2-yl]methoxy]benzoate | HCID 66705777 | 54% |
Reaction Steps
The reaction and post-treatment were carried out according to Example (1f) using methyl 3-[(6-hydroxy-1-methyl-1H-benzimidazol-2-yl)methoxy]benzoate produced in Example (1e) (1.69 g, 5.00 mmol), 3,5-dibromo-4-chloro-2-fluoropyridine produced in Example (14b) (1.59 g, 5.50 mmol), copper iodide (0.10 g, 0.50 mmol), 1,10-phenanthroline (0.09 g, 0.50 mmol), cesium carbonate (4.89 g, 15.0 mmol) and DMF (30 mL) to obtain the title compound (1.56 g, 54%) as a white solid.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08946264B2 |
| Source dataset | uspto-grants-2015_02 |
| ORD ID | ord-3c665c9e1047481caf6879b428485c9c |
| Source note | uspto-grants-2015_02 |