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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 228833Generated: October 27, 2026

Water → 6,7-Dimethoxy-4-(2-methyl-quinolin-3-yloxy)-quinoline

https://huagongshe.com/reaction/228833

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
Reactant4-Quinolinecarboxylic acid, 3-hydroxy-2-methyl-HCID 67024—
Reactant4-Chloro-6,7-dimethoxyquinolineHCID 459610—
Catalyst4-(Dimethylamino)pyridineHCID 14284—
Solvent1,2-DichlorobenzeneHCID 7239—
Product6,7-Dimethoxy-4-(2-methyl-quinolin-3-yloxy)-quinolineHCID 2307837211%

Reaction Conditions

Temperature160 °C

Reaction Steps

4-Chloro-6,7-dimethoxyquinoline (240 mg), 3-hydroxy-2-methyl-quinoline-4-carboxylic acid (232 mg), and 4-dimethylaminopyridine (372 mg) were dissolved in o-dichlorobenzene (10 ml) to prepare a solution which was stirred at 160° C. overnight. 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 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 (37 mg, yield 11%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07560558B2
Source datasetuspto-grants-2009_07
ORD IDord-7cef2182eceb412dbe4de88e5008e139
Source noteuspto-grants-2009_07