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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 229055Generated: October 30, 2026

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

https://huagongshe.com/reaction/229055

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDimethyl SulfoxideHCID 679—
ReactantCesium carbonateHCID 10796—
Reactant4-ChloroquinolineHCID 69140—
Reactant5,6,5'-Trimethyl-[2,2']bipyridin-3-olHCID 136385108—
SolventWaterHCID 962—
Product5,6,5'-Trimethyl-3-(quinolin-4-yloxy)-[2,2']-bipyridineHCID 5775633172%

Reaction Conditions

Temperature140 °C

Reaction Steps

Dimethyl sulfoxide (2 ml) was added to 5,6,5′-trimethyl-[2,2′]bipyridin-3-ol (50 mg), 4-chloroquinoline (115 mg), and cesium carbonate (228 mg), and the mixture was stirred at 140° C. for 5 hr. 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 chloroform-methanol to give the title compound (57 mg, yield 72%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07560558B2
Source datasetuspto-grants-2009_07
ORD IDord-6d8b524bc66b41bb9f60440b806b2f5f
Source noteuspto-grants-2009_07