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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 228740Generated: October 29, 2026

Water → 4-[(6-Chloropyridin-3-yl)oxy]-6,7-dimethoxyquinoline

https://huagongshe.com/reaction/228740

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
Reactant4-Chloro-6,7-dimethoxyquinolineHCID 459610—
Reactant2-Chloro-5-hydroxypyridineHCID 819821—
Catalyst4-(Dimethylamino)pyridineHCID 14284—
Solvent1,2-DichlorobenzeneHCID 7239—
Product4-[(6-Chloropyridin-3-yl)oxy]-6,7-dimethoxyquinolineHCID 2307840367.1%

Reaction Conditions

Temperature140 °C

Reaction Steps

2-Chloro-5-hydroxypyridine (100 mg), 4-chloro-6,7-dimethoxyquinoline (861 mg), and 4-dimethylaminopyridine (283 mg) were suspended in o-dichlorobenzene (5 ml), and the suspension was stirred at 140° C. for 2 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 then washed with water and saturated brine and was dried over anhydrous magnesium sulfate. The solvent was removed by distillation under the reduced pressure, and the residue was purified by column chromatography using acetone-hexane to give the title compound (164 mg, yield 67%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07560558B2
Source datasetuspto-grants-2009_07
ORD IDord-bc1502c5b31c473481e453285fa2e95c
Source noteuspto-grants-2009_07