HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 230429Erstellt: 24. Oktober 2026
Sodium hydride → 2-[5,6-Dichloro-2-(2,2,2-trifluoro-ethyl)-benzoimidazol-1-yl]-1-(5-methyl-3-phenyl-isoxazol-4-yl)-ethanone
https://huagongshe.com/de/reaction/230429
Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
|---|
| Edukt | Sodium hydride | HCID 24758 | — |
| Edukt | Ammonium Chloride | HCID 25517 | — |
| Edukt | 4-(Bromoacetyl)-5-methyl-3-phenylisoxazole | HCID 2735531 | — |
| 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 | 2-[5,6-Dichloro-2-(2,2,2-trifluoro-ethyl)-benzoimidazol-1-yl]-1-(5-methyl-3-phenyl-isoxazol-4-yl)-ethanone | HCID 59682296 | — |
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 hours. 2-bromo-1-(5-methyl-3-phenylisoxazol-4-yl)ethan-1-one (420 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 a white solid.
Herkunft & Nachweise
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|
| Patentnummer | US07566733B2 |
|---|
| Quelldatensatz | uspto-grants-2009_07 |
|---|
| ORD ID | ord-ffff62f7bc4a4bfda5129fdd0db1be83 |
|---|
| Quellennotiz | uspto-grants-2009_07 |
|---|