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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

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktCesium carbonateHCID 10796—
Edukt1,1'-(9,9-Dimethyl-9H-xanthene-4,5-diyl)bis(1,1-diphenylphosphine)HCID 636044—
Edukt4-Bromo-2-fluorobenzonitrileHCID 736029—
Edukt4-[5-(benzyloxy)pyridin-3-yl]-9H-carbazoleHCID 67308644—
Katalysatorpalladium(II) acetateHCID 167845—
Lösungsmittel1,4-DioxaneHCID 31275—
Produkt4-{4-[5-(benzyloxy)pyridin-3-yl]-9H-carbazol-9-yl}-2-fluorobenzonitrileHCID 6730919664,6%

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

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS08309721B2
Quelldatensatzuspto-grants-2012_11
ORD IDord-79273cafb8e84b1fa9699b19c630ebad
Quellennotizuspto-grants-2012_11