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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 228937Generated: October 29, 2026

Water → 3-(7-Benzyloxy-6-methoxy-quinolin-4-yloxy)-5,6-dimethyl-[2,2']bipyridine

https://huagongshe.com/reaction/228937

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantCesium carbonateHCID 10796—
Reactant7-(Benzyloxy)-4-chloro-6-methoxyquinolineHCID 22646562—
Reactant5,6-Dimethyl-2-pyridin-2-yl-pyridin-3-olHCID 135600056—
Catalyst4-(Dimethylamino)pyridineHCID 14284—
SolventDimethyl SulfoxideHCID 679—
Product3-(7-Benzyloxy-6-methoxy-quinolin-4-yloxy)-5,6-dimethyl-[2,2']bipyridineHCID 5775634573.1%

Reaction Conditions

Temperature130 °C

Reaction Steps

5,6-Dimethyl-3-hydroxy-[2,2′]bipyridine (241 mg), 7-benzyloxy-4-chloro-6-methoxyquinoline (1.08 g), 4-dimethylaminopyridine (441 mg), and cesium carbonate (1.18 g) were suspended in dimethyl sulfoxide (6 ml), 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 chloroform. The chloroform layer was washed with saturated brine and was dried over anhydrous sodium sulfate. The solvent was removed by distillation under the reduced pressure, and the residue was purified by column chromatography using chloroform-methanol to give the title compound (408 mg, yield 73%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07560558B2
Source datasetuspto-grants-2009_07
ORD IDord-e4cee058ed2045a9a59ebb019fc0536e
Source noteuspto-grants-2009_07