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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 229062Generated: October 29, 2026

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

https://huagongshe.com/reaction/229062

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDimethyl SulfoxideHCID 679—
ReactantCesium carbonateHCID 10796—
Reactant4-Chloro-6,7-dimethoxyquinazolineHCID 2769364—
Reactant5,6,5'-Trimethyl-[2,2']bipyridin-3-olHCID 136385108—
SolventWaterHCID 962—
Product6,7-Dimethoxy-4-(5,6,5'-trimethyl-[2,2']bipyridin-3-yloxy)-quinazolineHCID 5775640291%

Reaction Conditions

Temperature130 °C

Reaction Steps

Dimethyl sulfoxide (1.4 ml) was added to 5,6,5′-trimethyl-[2,2′]bipyridin-3-ol (30 mg), 4-chloro-6,7-dimethoxyquinazoline (94 mg), and cesium carbonate (137 mg), and the mixture was stirred at 130° C. for 4 hr. The reaction solution was cooled to room temperature, water was then added to the reaction solution, the mixture was filtered, and the residue was washed with chloroform/methanol. The solvent was removed from the filtrate by distillation under the reduced pressure, water was added to the residue, and the mixture was extracted with chloroform. The chloroform layer was washed with water and was then 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 (51 mg, yield 91%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07560558B2
Source datasetuspto-grants-2009_07
ORD IDord-220946721a4e4461bb7f87f2277b68fe
Source noteuspto-grants-2009_07