HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 1877455Erstellt: 26. Oktober 2026
Cesium carbonate → 5-[9-(4-cyano-3-fluorophenyl)-9H-carbazol-4-yl]pyridine-2-carbonitrile
https://huagongshe.com/reaction/1877455
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 | 5-(9H-carbazol-4-yl)pyridine-2-carbonitrile | HCID 58338174 | — |
| Katalysator | palladium(II) acetate | HCID 167845 | — |
| Lösungsmittel | 1,4-Dioxane | HCID 31275 | — |
| Produkt | 5-[9-(4-cyano-3-fluorophenyl)-9H-carbazol-4-yl]pyridine-2-carbonitrile | HCID 67308849 | 57,8% |
Reaktionsschritte
0.267 g of 4-bromo-2-fluorobenzonitrile, 1.1 g of caesium carbonate, 0.06 g of (9,9-dimethyl-9H-xanthene-4,5-diyl)bis(diphenylphosphane) and 0.02 g of palladium acetate are successively added, under argon, to a solution of 0.24 g of 5-(9H-carbazol-4-yl)pyridine-2-carbonitrile in 10 ml of dioxane. The reaction mixture is refluxed for 3 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 (85/15 by volume), so as to give 0.2 g of 5-[9-(4-cyano-3-fluorophenyl)-9H-carbazol-4-yl]pyridine-2-carbonitrile in the form of an off-white solid, 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-7f234e637af548a18c003694c54dbba8 |
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| Quellennotiz | uspto-grants-2012_11 |
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