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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 228831Generated: November 1, 2026

Dimethyl Sulfoxide → 4-(5,6-Dimethyl-2-pyrimidin-2-yl-pyridin-3-yloxy)-6,7-dimethoxy-quinoline

https://huagongshe.com/reaction/228831

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDimethyl SulfoxideHCID 679—
ReactantCesium carbonateHCID 10796—
Reactant4-Chloro-6,7-dimethoxyquinolineHCID 459610—
Reactant5,6-Dimethyl-2-pyrimidin-2-yl-pyridin-3-olHCID 135854836—
SolventWaterHCID 962—
Product4-(5,6-Dimethyl-2-pyrimidin-2-yl-pyridin-3-yloxy)-6,7-dimethoxy-quinolineHCID 2307851356%

Reaction Conditions

Temperature130 °C

Reaction Steps

Dimethyl sulfoxide (2.5 ml) was added to 5,6-dimethyl-2-pyrimidin-2-yl-pyridin-3-ol (50 mg), 4-chloro-6,7-dimethoxyquinoline (167 mg), and cesium carbonate (243 mg), and the mixture was stirred at 130° C. overnight. The reaction solution was cooled to room temperature, water was then added to the reaction solution, 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 hexane-acetone to give the title compound (54 mg, yield 55%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07560558B2
Source datasetuspto-grants-2009_07
ORD IDord-30b9d70413884da0b03df2a25618549a
Source noteuspto-grants-2009_07