Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 229056Generated: October 31, 2026

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

https://huagongshe.com/reaction/229056

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDimethyl SulfoxideHCID 679—
Reactant4,7-DichloroquinolineHCID 6866—
ReactantCesium carbonateHCID 10796—
Reactant5,6,5'-Trimethyl-[2,2']bipyridin-3-olHCID 136385108—
SolventWaterHCID 962—
Product3-(7-Chloroquinolin-4-yloxy)-5,6,5'-trimethyl-[2,2']-bipyridineHCID 5775659994%

Reaction Conditions

Temperature140 °C

Reaction Steps

Dimethyl sulfoxide (2 ml) was added to 5,6,5′-trimethyl-[2,2′]bipyridin-3-ol (50 mg), 4,7-dichloroquinoline (139 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 (77 mg, yield 94%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07560558B2
Source datasetuspto-grants-2009_07
ORD IDord-445e422ad73a45c0842593b7dbbf6241
Source noteuspto-grants-2009_07