HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 1645279Erstellt: 26. Oktober 2026
Water → Methyl 3-(5-((5-chloro-2-oxoindolin-3-ylidene)methyl)furan-2-yl)-4-fluorobenzoate
https://huagongshe.com/reaction/1645279
Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
|---|
| Edukt | Water | HCID 962 | — |
| Edukt | Cesium carbonate | HCID 10796 | — |
| Edukt | 2-Fluoro-5-(methoxycarbonyl)benzeneboronic acid | HCID 23005366 | — |
| Edukt | 3-((5-Bromofuran-2-yl)methylene)-5-chloroindolin-2-one | HCID 66772829 | — |
| Katalysator | Bis(cyclopenta-1,4-dien-1-yl(diphenyl)phosphane);dichloropalladium;iron(2+) | HCID 178418228 | — |
| Lösungsmittel | 1,4-Dioxane--water (1/1) | HCID 21886435 | — |
| Produkt | Methyl 3-(5-((5-chloro-2-oxoindolin-3-ylidene)methyl)furan-2-yl)-4-fluorobenzoate | HCID 66772226 | — |
Reaktionsschritte
To 3-((5-bromofuran-2-yl)methylene)-5-chloroindolin-2-one (150 mg, 0.466 mmol) in dioxane/water (2850/150 μL) was added 2-fluoro-5-(methoxycarbonyl)phenylboronic acid (111 mg, 0.559 mmol) and Cs2CO3 (456 mg, 1.398 mmol). The mixture was degassed with nitrogen for 5 minutes, then PdCl2 dppf (17 mg, 0.023 mmol) was added. The mixture was heated in microwave for 40 minutes at 110° C. Water was added and the solid formed was isolated by filtration to yield methyl 3-(5-((5-chloro-2-oxoindolin-3-ylidene)methyl)furan-2-yl)-4-fluorobenzoate. LCMS (M+1=398).
Herkunft & Nachweise
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patentnummer | US08124649B2 |
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| Quelldatensatz | uspto-grants-2012_02 |
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| ORD ID | ord-082e5aabf5664a4ea69bcaaea55ec8d4 |
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| Quellennotiz | uspto-grants-2012_02 |
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