HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 1360948Erstellt: 25. Oktober 2026
Sodium hydride → 5,6-Dichloro-1-(3-fluoro-benzyl)-2-(2,2,2-trifluoro-ethyl)-1H-benzoimidazole
https://huagongshe.com/reaction/1360948
Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
|---|
| Edukt | Sodium hydride | HCID 24758 | — |
| Edukt | Ammonium Chloride | HCID 25517 | — |
| Edukt | 3-Fluorobenzyl bromide | HCID 68007 | — |
| Edukt | 5,6-Dichloro-2-(2,2,2-trifluoro-ethyl)-1H-indole | HCID 66968833 | — |
| Edukt | dichloro-2-(2,2,2-trifluoro-ethyl)-1H-benzoimidazole | HCID 66968977 | — |
| Lösungsmittel | Dimethylformamide | HCID 6228 | — |
| Produkt | 5,6-Dichloro-1-(3-fluoro-benzyl)-2-(2,2,2-trifluoro-ethyl)-1H-benzoimidazole | HCID 44430144 | — |
Reaktionsschritte
NaH (60%) (60 mg, 1.5 mmol) was added into a solution of dichloro-2-(2,2,2-trifluoro-ethyl)-1H-benzoimidazole. 5,6-Dichloro-2-(2,2,2-trifluoro-ethyl)-1H-indole (269 mg, 1 mmol) in DMF (5 ml) at 0° C. The resulting mixture was stirred at 0° C. for half hour. 3-fluorobenzyl bromide (283.5 mg, 1.5 mmol) was then added to the reaction mixture at 0° C. The reaction temperature was raised to 25° C. and then the reaction mixture was stirred for 18 hours. NH4Cl (aq.) was added and extracted with EtOAc. The organic layer was washed with brine, then dried over anhydrous MgSO4. The solvent was distilled out under reduced pressure. Column chromatography (silica gel, EtOAc/hexanes (0% to 60%) yielded the title compound as an off-white solid.
Herkunft & Nachweise
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patentnummer | US07879895B2 |
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| Quelldatensatz | uspto-grants-2011_02 |
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| ORD ID | ord-0e2e0ee318694d558e8c7bbbcf34388d |
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| Quellennotiz | uspto-grants-2011_02 |
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