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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 229051Generated: October 31, 2026

Dimethyl Sulfoxide → 3-(6,7-Dimethoxy-quinolin-4-yloxy)-5,6,3'-trimethyl-[2,2']bipyridine

https://huagongshe.com/reaction/229051

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDimethyl SulfoxideHCID 679—
ReactantCesium carbonateHCID 10796—
Reactant4-Chloro-6,7-dimethoxyquinolineHCID 459610—
Reactant5,6,3'-Trimethyl-[2,2']bipyridin-3-olHCID 136385111—
Catalyst4-(Dimethylamino)pyridineHCID 14284—
SolventWaterHCID 962—
Product3-(6,7-Dimethoxy-quinolin-4-yloxy)-5,6,3'-trimethyl-[2,2']bipyridineHCID 5775655352%

Reaction Conditions

Temperature140 °C

Reaction Steps

Dimethyl sulfoxide (1.4 ml) was added to 5,6,3′-trimethyl-[2,2′]bipyridin-3-ol (30 mg), 4-chloro-6,7-dimethoxyquinoline (94 mg), cesium carbonate (137 mg), and 4-(N,N-dimethylamino)-pyridine (51 mg), and the mixture was stirred at 140° 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 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 (29 mg, yield 52%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07560558B2
Source datasetuspto-grants-2009_07
ORD IDord-4a0bf437df8e445e8bb781dc4374a076
Source noteuspto-grants-2009_07