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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 228763Erstellt: 25. Oktober 2026

Toluene → 2-[3-(6,7-Dimethoxy-quinolin-4-yloxy)-6-methyl-pyridin-2-yl]-phenol

https://huagongshe.com/reaction/228763

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktTolueneHCID 1140—
EduktSodium BicarbonateHCID 516892—
Edukt(2-Hydroxyphenyl)boronic acidHCID 2773454—
Edukt4-[(2-Iodo-6-methyl-3-pyridyl)oxy]-6,7-dimethoxyquinolineHCID 10093673—
LösungsmittelWaterHCID 962—
Produkt2-[3-(6,7-Dimethoxy-quinolin-4-yloxy)-6-methyl-pyridin-2-yl]-phenolHCID 13613162297,8%

Reaktionsbedingungen

Temperatur80 °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 2-hydroxyphenylboronic acid (81 mg) under an argon atmosphere, and the mixture was stirred at 80° C. overnight. The reaction solution was cooled to room temperature, water was then added to the reaction solution, and the mixture was extracted with chloroform. The chloroform 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 (45 mg, yield 93%).

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS07560558B2
Quelldatensatzuspto-grants-2009_07
ORD IDord-2ae60b2c3df847878384a383a9a2ad33
Quellennotizuspto-grants-2009_07