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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 228582Erstellt: 25. Oktober 2026

Water → {2-[(6,7-Dimethoxy-4-quinolyl)oxy]-5-methylphenyl}(5-isoxazolyl)methanone

https://huagongshe.com/reaction/228582

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktWaterHCID 962—
EduktIsoxazole-5-carbonyl chlorideHCID 2736707—
Edukt4-(2-Bromo-4-methylphenoxy)-6,7-dimethoxyquinolineHCID 23078362—
EduktHCID 178418244HCID 178418244—
LösungsmittelTetrahydrofuranHCID 8028—
Produkt{2-[(6,7-Dimethoxy-4-quinolyl)oxy]-5-methylphenyl}(5-isoxazolyl)methanoneHCID 2487910026%

Reaktionsbedingungen

Temperatur-78 °C

Reaktionsschritte

4-(2-Bromo-4-methylphenoxy)-6,7-dimethoxyquinoline (100 mg) was dissolved in tetrahydrofuran (6 ml) to prepare a solution which was then cooled to −78° C. A 1.59 M n-butyllithium/hexane solution (0.4 ml) was added to the solution, and the mixture was stirred at −78° C. for 20 min. Isoxazole-5-carbonyl chloride (0.2 ml) was added to the reaction solution, and the mixture was stirred at room temperature overnight. Further, water was added to the reaction solution, and the mixture was extracted with ethyl acetate. The ethyl acetate layer was then washed with water and saturated brine and was dried over anhydrous sodium sulfate. The solvent was removed therefrom by distillation under the reduced pressure, and the residue was purified by thin layer chromatography using acetone-chloroform to give the title compound (27 mg, yield 26%).

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS07560558B2
Quelldatensatzuspto-grants-2009_07
ORD IDord-25a0a83dff7e4caa846058ecd1d22579
Quellennotizuspto-grants-2009_07