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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 229077Generated: October 30, 2026

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

https://huagongshe.com/reaction/229077

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantCesium carbonateHCID 10796—
Reactant7-(Benzyloxy)-4-chloro-6-methoxyquinolineHCID 22646562—
Reactant5,6,5'-Trimethyl-[2,2']bipyridin-3-olHCID 136385108—
Catalyst4-(Dimethylamino)pyridineHCID 14284—
SolventDimethyl SulfoxideHCID 679—
Product3-(7-Benzyloxy-6-methoxy-quinolin-4-yloxy)-5,6,5'-trimethyl-[2,2']bipyridineHCID 5775637675.4%

Reaction Conditions

Temperature130 °C

Reaction Steps

5,6,5′-Trimethyl-[2,2′]bipyridin-3-ol (300 mg), 7-benzyloxy-4-chloro-6-methoxyquinoline (1.26 g), 4-dimethylaminopyridine (513 mg), and cesium carbonate (1.37 g) were suspended in dimethyl sulfoxide (6 ml), and the suspension 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 then 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 (504 mg, yield 75%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07560558B2
Source datasetuspto-grants-2009_07
ORD IDord-7a74ccbc416240aca5b4261b7eb0aab9
Source noteuspto-grants-2009_07