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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 228786Erstellt: 24. Oktober 2026

Toluene → 6,7-Dimethoxy-4-[6-methyl-2-(4-phenoxyphenyl)-pyridin-3-yloxy]-quinoline

https://huagongshe.com/de/reaction/228786

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktTolueneHCID 1140—
EduktSodium BicarbonateHCID 516892—
Edukt4-Phenoxyphenylboronic acidHCID 2734377—
Edukt4-[(2-Iodo-6-methyl-3-pyridyl)oxy]-6,7-dimethoxyquinolineHCID 10093673—
LösungsmittelWaterHCID 962—
Produkt6,7-Dimethoxy-4-[6-methyl-2-(4-phenoxyphenyl)-pyridin-3-yloxy]-quinolineHCID 5775637296,3%

Reaktionsbedingungen

Temperatur70 °C

Reaktionsschritte

Toluene (1 ml) and a saturated aqueous sodium hydrogencarbonate solution (0.5 ml) were added to 4-(2-iodo-6-methyl-pyridin-3-yloxy)-6,7-dimethoxy-quinoline (compound 116) (50 mg), tetrakistriphenylphosphine palladium (14 mg), and 4-phenoxyphenylboronic acid (81 mg) under an argon atmosphere, and the mixture was stirred at 70° C. overnight. The reaction solution was cooled to room temperature, water was then added thereto, and the mixture was extracted with ethyl acetate. The ethyl acetate layer was then washed with water and was dried over anhydrous sodium sulfate. The solvent was removed by distillation under the reduced pressure, and the residue was purified by thin layer chromatography using chloroform-methanol to give the title compound (53 mg, yield 96%).

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS07560558B2
Quelldatensatzuspto-grants-2009_07
ORD IDord-a1c95109b96f435895aa997df029ed3a
Quellennotizuspto-grants-2009_07