HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 508131Erstellt: 24. Oktober 2026
Trifluoroacetamide → 4-[4,5-dihydro-5-(3,4,5-trichlorophenyl)-5-(trifluoromethyl)-3-isoxazolyl]-N-[2-[S-methyl-N-(2,2,2-trifluoroacetyl)sulfinimidoyl]ethyl]-1-naphthalene-carboxamide
https://huagongshe.com/de/reaction/508131
Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
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| Edukt | Trifluoroacetamide | HCID 67717 | — |
| Edukt | Iodobenzene diacetate | HCID 76724 | — |
| Edukt | 4-[5-(3,5-dichlorophenyl)-4,5-dihydro-5-(trifluoromethyl)-3-isoxazolyl]-N-[2-(methylthio)ethyl]-1-naphthalenecarboxamide | HCID 68515361 | — |
| Edukt | 4-[4,5-dihydro-5-(3,4,5-trichlorophenyl)-5-(trifluoromethyl)-3-isoxazolyl]-N-[2-(methylthio)ethyl]-1-naphthalenecarboxamide | HCID 86643424 | — |
| Lösungsmittel | Dichloromethane | HCID 6344 | — |
| Produkt | 4-[4,5-dihydro-5-(3,4,5-trichlorophenyl)-5-(trifluoromethyl)-3-isoxazolyl]-N-[2-[S-methyl-N-(2,2,2-trifluoroacetyl)sulfinimidoyl]ethyl]-1-naphthalene-carboxamide | HCID 86643423 | 30% |
Reaktionsschritte
To a stirred suspension of 4-[4,5-dihydro-5-(3,4,5-trichlorophenyl)-5-(trifluoromethyl)-3-isoxazolyl]-N-[2-(methylthio)ethyl]-1-naphthalenecarboxamide (prepared analogously as described for the compound of Example 3, Step A) (200 mg), 2,2,2-trifluoroacetamide (80 mg), MgO (57 mg), and Rh2(OAc)4 (4 mg) in dichloromethane (4 mL) was added PhI(OAc)2 (172 mg) at room temperature. The resulting mixture was stirred overnight at room temperature, then filtered through a short pad of Celite® diatomaceous filter aid, and rinsed with ethyl acetate. The filtrate was concentrated, and the residue was purified by column chromatography on silica gel using hexanes/ethyl acetates (1:1 to 1:4) as eluent to afford the title compound as a semisolid (70 mg, 30% yield).
Herkunft & Nachweise
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patentnummer | US09095138B2 |
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| Quelldatensatz | uspto-grants-2015_08 |
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| ORD ID | ord-58e2ec2e909f467f9c73434ffcb7853e |
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| Quellennotiz | uspto-grants-2015_08 |
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