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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 228999Generated: November 2, 2026

Water → 3-(7-Benzyloxy-6-methoxy-quinolin-4-yloxy)-2-methyl-[1,8]naphthyridine

https://huagongshe.com/reaction/228999

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
Reactant7-(Benzyloxy)-4-chloro-6-methoxyquinolineHCID 22646562—
Reactant2-Methyl-1,8-naphthyridin-3-olHCID 23078294—
Catalyst4-(Dimethylamino)pyridineHCID 14284—
Solvent1,2-DichlorobenzeneHCID 7239—
Product3-(7-Benzyloxy-6-methoxy-quinolin-4-yloxy)-2-methyl-[1,8]naphthyridineHCID 2307849470%

Reaction Conditions

Temperature140 °C

Reaction Steps

3-Hydroxy-2-methyl-[1,8]naphthyridine (400 mg), 7-benzyloxy-4-chloro-6-methoxyquinoline (2.25 g), and 4-dimethylaminopyridine (915 mg) were suspended in o-dichlorobenzene (8 ml), and the mixture was stirred at 140° C. for 4 hr. The reaction solution was cooled to room temperature, water was then added to the reaction solution, and the mixture was extracted with chloroform. The chloroform layer was washed with 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 column chromatography using chloroform-methanol to give the title compound (736 mg, yield 70%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07560558B2
Source datasetuspto-grants-2009_07
ORD IDord-013843d322d14076818063fdf756fadd
Source noteuspto-grants-2009_07