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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 228925Generated: October 30, 2026

Imidazole → Propyl 3-[7-(3-imidazol-1-yl-propoxy)-6-methoxy-quinolin-4-yloxy]-naphthalene-2-carboxylate

https://huagongshe.com/reaction/228925

Reaction equation

Participants

RoleNameHCIDCharge
ReactantImidazoleHCID 795—
ReactantWaterHCID 962—
ReactantPotassium CarbonateHCID 11430—
ReactantPropyl 3-[7-(3-chloro-propoxy)-6-methoxy-quinolin-4-yloxy]-naphthalene-2-carboxylateHCID 23078601—
SolventDimethylformamideHCID 6228—
ProductPropyl 3-[7-(3-imidazol-1-yl-propoxy)-6-methoxy-quinolin-4-yloxy]-naphthalene-2-carboxylateHCID 2307844382.7%

Reaction Conditions

Temperature60 °C

Reaction Steps

Propyl 3-[7-(3-chloro-propoxy)-6-methoxy-quinolin-4-yloxy]-naphthalene-2-carboxylate (compound 325) (110 mg) was dissolved in N,N-dimethylformamide (3 ml) to prepare a solution. Potassium carbonate (317 mg) and imidazole (78 mg) were added to the solution, and the mixture was stirred at 60° C. overnight. Water was added to the reaction solution, and the mixture was extracted with chloroform. The chloroform layer was then 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 thin layer chromatography using chloroform-methanol to give the title compound (97 mg, yield 82%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07560558B2
Source datasetuspto-grants-2009_07
ORD IDord-eee203251e974daaa06385dd1f042ba3
Source noteuspto-grants-2009_07