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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 228742Generated: October 25, 2026

Water → 4-(5-Chloro-pyridin-3-yloxy)-6,7-dimethoxyquinoline

https://huagongshe.com/reaction/228742

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
Reactant4-Chloro-6,7-dimethoxyquinolineHCID 459610—
Reactant3-Hydroxy-5-chloropyridineHCID 582305—
Catalyst4-(Dimethylamino)pyridineHCID 14284—
Solvent1,2-DichlorobenzeneHCID 7239—
Product4-(5-Chloro-pyridin-3-yloxy)-6,7-dimethoxyquinolineHCID 2307846981.6%

Reaction Conditions

Temperature140 °C

Reaction Steps

4-Chloro-6,7-dimethoxyquinoline (245 mg), 3-chloro-5-pyridinol (277 mg), and 4-dimethylaminopyridine (377 mg) were suspended in o-dichlorobenzene (13 ml), and the mixture was stirred at 140° C. for 6 hr. Water was added to the reaction solution, and the mixture was extracted with ethyl acetate. The organic layer was washed with an aqueous sodium hydroxide solution and water 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 acetone-chloroform to give the title compound (283 mg, yield 81%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07560558B2
Source datasetuspto-grants-2009_07
ORD IDord-a71a8a9bce59413cbea550df5d082d41
Source noteuspto-grants-2009_07