HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 1877452Erstellt: 26. Oktober 2026
Dichloromethane → 4-(5-methoxypyridin-3-yl)-9H-carbazole
https://huagongshe.com/reaction/1877452
Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
|---|
| Edukt | Dichloromethane | HCID 6344 | — |
| Edukt | Cesium carbonate | HCID 10796 | — |
| Edukt | 5-Methoxypyridine-3-boronic Acid | HCID 2763087 | — |
| Edukt | 4-Trifluoromethanesulphonyloxycarbazole | HCID 58338323 | — |
| Katalysator | Bis(cyclopenta-1,4-dien-1-yl(diphenyl)phosphane);dichloropalladium;iron(2+) | HCID 178418228 | — |
| Lösungsmittel | Water | HCID 962 | — |
| Lösungsmittel | 1,4-Dioxane | HCID 31275 | — |
| Produkt | 4-(5-methoxypyridin-3-yl)-9H-carbazole | HCID 67308464 | 100,6% |
Reaktionsschritte
0.54 g of (5-methoxypyridin-3-yl)boronic acid, 3.3 g of caesium carbonate and 93 mg of 1,1′-bis(diphenylphosphino)ferrocenepalladium(II) dichloride as a complex with dichloromethane (1/1) [PdCl2(dppf)CH2Cl2] are successively added, under argon, to a solution of 0.8 g of 4-trifluoromethanesulphonyloxycarbazole, obtained in stage 1 of Example 1, in a mixture of 37 ml of dioxane and 12 ml of water. The reaction mixture is refluxed for 3 and a half hours, filtered through celite and concentrated under reduced pressure. The residue is subsequently purified by silica gel chromatography, elution being carried out with a mixture of cyclohexane and ethyl acetate (75/25 by volume), so as to give 0.7 g of 4-(5-methoxypyridin-3-yl)-9H-carbazole 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-b1e5a10509c34e24a2406d19495396e3 |
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| Quellennotiz | uspto-grants-2012_11 |
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