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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 28557Erstellt: 23. Oktober 2026

4-Chloroaniline → [6-(5-Chloro-2-methoxy-phenyl)-2-methyl-pyrimidin-4-yl]-(4-chloro-phenyl)-amine

https://huagongshe.com/de/reaction/28557

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
Edukt4-ChloroanilineHCID 7812—
EduktBinap, (A+-)-HCID 634876—
EduktSodium t-butoxideHCID 23676156—
Edukt4-Chloro-6-(5-chloro-2-methoxyphenyl)-2-methylpyrimidineHCID 65645326—
KatalysatorBis(dibenzylideneacetone)palladiumHCID 9811564—
LösungsmittelTolueneHCID 1140—
Produkt[6-(5-Chloro-2-methoxy-phenyl)-2-methyl-pyrimidin-4-yl]-(4-chloro-phenyl)-amineHCID 4260628351%

Reaktionsbedingungen

Temperatur80 °C

Reaktionsschritte

To an argon saturated solution of 4-chloro-6-(5-chloro-2-methoxy-phenyl)-2-methyl-pyrimidine (50 mg, 0.18 mmol), 4-chloroaniline (23 mg, 0.18 mmol), rac-2,2′-bis(diphenylphosphino)-1,1′-binaphthyl (66 mg, 0.1 mmol) and sodium tert-butoxide (26 mg, 0.27 mmol) in toluene (10 ml) was added tris(dibenzylideneacetone)-dipalladium (92 mg, 0.1 mmol). After stirring at 80° C. under an argon atmosphere for 6 hours, the mixture was concentrated under vacuum. The residue was purified by flash chromatography on silica gel eluting with ethyl acetate-hexane (1:5 followed by 1:3) to provide the title compound (33 mg, 51% yield) as a white powder.

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS07419984B2
Quelldatensatzuspto-grants-2008_09
ORD IDord-7e375155c85249418ae34867e8f15bf8
Quellennotizuspto-grants-2008_09