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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 228690Generated: October 30, 2026

4-Chloro-6,7-dimethoxyquinoline → Methyl 10-[2-(6,7-dimethoxy-quinolin-4-yloxy)-5-methyl-phenyl]-10-oxo-decanoate

https://huagongshe.com/reaction/228690

Reaction equation

Participants

RoleNameHCIDCharge
Reactant4-Chloro-6,7-dimethoxyquinolineHCID 459610—
ReactantMethyl 10-(2-hydroxy-5-methyl-phenyl)-10-oxo-decanoateHCID 23078275—
Catalyst4-(Dimethylamino)pyridineHCID 14284—
Solvent1,2-DichlorobenzeneHCID 7239—
ProductMethyl 10-[2-(6,7-dimethoxy-quinolin-4-yloxy)-5-methyl-phenyl]-10-oxo-decanoateHCID 2307832010.3%

Reaction Conditions

Temperature120 °C

Reaction Steps

Methyl 10-(2-hydroxy-5-methyl-phenyl)-10-oxo-decanoate (546 mg), 4-chloro-6,7-dimethoxyquinoline (397 mg), and 4-dimethylaminopyridine (434 mg) were suspended in o-dichlorobenzene (20 ml), and the suspension was stirred at 120° C. overnight. The reaction solution was cooled to room temperature, and the solvent was removed by distillation under the reduced pressure. Water was then added to the residue, and the mixture was extracted with chloroform. The chloroform layer was washed with water and was dried over anhydrous sodium sulfate, and the solvent was removed by distillation under the reduced pressure. The residue was purified by column chromatography using acetone-hexane to give methyl 10-[2-(6,7-dimethoxy-quinolin-4-yloxy)-5-methyl-phenyl]-10-oxo-decanoate (90 mg, yield 1.0%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07560558B2
Source datasetuspto-grants-2009_07
ORD IDord-ae8095ebc68b4b53bf9098742b29753e
Source noteuspto-grants-2009_07