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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 228951Generated: October 27, 2026

4-Quinolinecarboxylic acid, 3-hydroxy-2-methyl- → 7-Benzyloxy-6-methoxy-4-(2-methyl-quinolin-3-yloxy)-quinoline

https://huagongshe.com/reaction/228951

Reaction equation

Participants

RoleNameHCIDCharge
Reactant4-Quinolinecarboxylic acid, 3-hydroxy-2-methyl-HCID 67024—
Reactant7-(Benzyloxy)-4-chloro-6-methoxyquinolineHCID 22646562—
Catalyst4-(Dimethylamino)pyridineHCID 14284—
Solvent1,2-DichlorobenzeneHCID 7239—
Product7-Benzyloxy-6-methoxy-4-(2-methyl-quinolin-3-yloxy)-quinolineHCID 2307851785.1%

Reaction Conditions

Temperature150 °C

Reaction Steps

3-Hydroxy-2-methyl-4-quinoline carboxylic acid (1.5 g), 7-benzyloxy-4-chloro-6-methoxyquinoline (2 g), and 4-(N,N-dimethylamino)-pyridine (2.4 g) were dissolved in 1,2-dichlorobenzene (70 ml) to prepare a solution which was then stirred at 150° C. overnight. The reaction solution was cooled to room temperature, and the solvent was then removed by distillation under the reduced pressure. Water was added to the residue, and the mixture was extracted with chloroform and was dried over anhydrous sodium sulfate. The solvent was removed by distillation under the reduced pressure. The residue was purified by column chromatography using hexane-acetone to give the title compound (2.4 g, yield 85%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07560558B2
Source datasetuspto-grants-2009_07
ORD IDord-2ab71be221af4509892c785f01d651ca
Source noteuspto-grants-2009_07