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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 228905Generated: October 25, 2026

Water → 3-(6,7-Dimethoxy-quinolin-4-yloxy)-2-methyl-[1,6]naphthyridine

https://huagongshe.com/reaction/228905

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
Reactant4-Chloro-6,7-dimethoxyquinolineHCID 459610—
Reactant2-Methyl-1,6-naphthyridin-3-olHCID 23078459—
Catalyst4-(Dimethylamino)pyridineHCID 14284—
Solvent1,2-DichlorobenzeneHCID 7239—
Product3-(6,7-Dimethoxy-quinolin-4-yloxy)-2-methyl-[1,6]naphthyridineHCID 2307853055%

Reaction Conditions

Temperature140 °C

Reaction Steps

2-Methyl-[1,6]naphthyridin-3-ol (20 mg), 4-chloro-6,7-dimethoxyquinoline (84 mg), and 4-dimethylaminopyridine (46 mg) were suspended in o-dichlorobenzene (2 ml), and the suspension was stirred at 140° C. for 3 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 sodium sulfate. The solvent was removed by distillation under the reduced pressure, and the residue was purified by thin layer chromatography using chloroform-methanol to give the title compound (23 mg, yield 55%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07560558B2
Source datasetuspto-grants-2009_07
ORD IDord-d1dbbe09e17949f7a90f096bb990be47
Source noteuspto-grants-2009_07