Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
|---|
| Edukt | Imidazole | HCID 795 | — |
| Edukt | Cesium carbonate | HCID 10796 | — |
| Edukt | 2-(2'-Pyridyl)benzimidazole | HCID 70821 | — |
| Edukt | 1-Bromo-4-iodo-2-methoxybenzene | HCID 12187202 | — |
| Katalysator | Copper(1+) iodide; Copper(I) iodide; Cuprous iodide; Cuprous iodide (CuI) | HCID 24350 | — |
| Lösungsmittel | Dimethylformamide | HCID 6228 | — |
| Produkt | HCID 84707792 | HCID 84707792 | 67,3% |
Reaktionsschritte
A mixture of 2-(2-pyridyl)benzimidazole (287 mg, 1.469 mmol), cesium carbonate (5.98 g, 18.36 mmol), copper(I) iodide (280 mg, 1.469 mmol) and DMF (5 mL) were combined in a microwave vial fitted with an N2 inlet and magnetic stir bar. The slurry was heated at 60° C. for 1 h, followed by addition of imidazole (500 mg, 7.34 mmol) and 1-bromo-4-iodo-2-methoxybenzene (2.3 g, 7.34 mmol). The reaction mixture was heated at 90° C. for 2 days. The reaction mixture was filtered through celite, washed with EtOAc, and concentrated in vacuo. The crude material was purified by silica gel chromotography (10% to 40% EtOAc in heptanes) to give 1-(4-bromo-3-methoxyphenyl)-1H-imidazole (1.25 g, MS: 255.2 [M+H+])
Herkunft & Nachweise
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|
| Patentnummer | US08729263B2 |
|---|
| Quelldatensatz | uspto-grants-2014_05 |
|---|
| ORD ID | ord-108fc876de8445358445d32e5ff57c25 |
|---|
| Quellennotiz | uspto-grants-2014_05 |
|---|