HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 1877478Erstellt: 25. Oktober 2026
Cesium carbonate → 4-{4-[5-(benzyloxy)pyridin-3-yl]-9H-carbazol-9-yl}-2-fluorobenzonitrile
https://huagongshe.com/reaction/1877478
Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
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| 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-(benzyloxy)pyridin-3-yl]-9H-carbazole | HCID 67308644 | — |
| Katalysator | palladium(II) acetate | HCID 167845 | — |
| Lösungsmittel | 1,4-Dioxane | HCID 31275 | — |
| Produkt | 4-{4-[5-(benzyloxy)pyridin-3-yl]-9H-carbazol-9-yl}-2-fluorobenzonitrile | HCID 67309196 | 64,6% |
Reaktionsschritte
1.08 g of 4-bromo-2-fluorobenzonitrile, 4.48 g of caesium carbonate, 0.25 g of (9,9-dimethyl-9H-xanthene-4,5-diyl)bis(diphenylphosphane) and 0.08 g of palladium acetate are successively added, under argon, to a solution of 1.27 g of 4-[5-(benzyloxy)pyridin-3-yl]-9H-carbazole in 100 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 1.1 g of 4-{4-[5-(benzyloxy)pyridin-3-yl]-9H-carbazol-9-yl}-2-fluorobenzonitrile 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-79273cafb8e84b1fa9699b19c630ebad |
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| Quellennotiz | uspto-grants-2012_11 |
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