HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 1877453Erstellt: 26. Oktober 2026
Cesium carbonate → 2-fluoro-4-[4-(5-methoxypyridin-3-yl)-9H-carbazol-9-yl]benzonitrile
https://huagongshe.com/reaction/1877453
Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
|---|
| Edukt | Cesium carbonate | HCID 10796 | — |
| Edukt | 1,1'-(9,9-Dimethyl-9H-xanthene-4,5-diyl)bis(1,1-diphenylphosphine) | HCID 636044 | — |
| Edukt | 4-Bromo-2-fluorobenzonitrile | HCID 736029 | — |
| Edukt | 4-(5-methoxypyridin-3-yl)-9H-carbazole | HCID 67308464 | — |
| Katalysator | palladium(II) acetate | HCID 167845 | — |
| Lösungsmittel | 1,4-Dioxane | HCID 31275 | — |
| Produkt | 2-fluoro-4-[4-(5-methoxypyridin-3-yl)-9H-carbazol-9-yl]benzonitrile | HCID 67308001 | 80% |
Reaktionsschritte
0.74 g of 4-bromo-2-fluorobenzonitrile, 3.07 g of caesium carbonate, 0.172 g of (9,9-dimethyl-9H-xanthene-4,5-diyl)bis(diphenylphosphane) and 0.055 g of palladium acetate are successively added, under argon, to a solution of 0.68 g of 4-(5-methoxypyridin-3-yl)-9H-carbazole in 30 ml of dioxane. The reaction mixture is refluxed for 2 and a half hours, cooled to ambient temperature, filtered through celite and concentrated under reduced pressure. The residue is purified by silica gel chromatography, elution being carried out with a mixture of cyclohexane and ethyl acetate (80/20 by volume), so as to give 0.78 g of 2-fluoro-4-[4-(5-methoxypyridin-3-yl)-9H-carbazol-9-yl]benzonitrile in the form of a colourless oil, the characteristics of which are the following:
Herkunft & Nachweise
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patentnummer | US08309721B2 |
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| Quelldatensatz | uspto-grants-2012_11 |
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| ORD ID | ord-2320c06f8ea74d21bed34d755ae094c0 |
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| Quellennotiz | uspto-grants-2012_11 |
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