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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1433606Generated: November 1, 2026

Dimethylformamide → 4-(4-Amino-3-fluorophenoxy)-7-oxiranylmethoxyquinoline-6-carbonitrile

https://huagongshe.com/reaction/1433606

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDimethylformamideHCID 6228—
ReactantPotassium CarbonateHCID 11430—
ReactantEpibromohydrinHCID 18430—
Reactant4-(4-Amino-3-fluorophenoxy)-6-cyano-7-hydroxyquinolineHCID 135829379—
SolventWaterHCID 962—
SolventEthyl AcetateHCID 8857—
Product4-(4-Amino-3-fluorophenoxy)-7-oxiranylmethoxyquinoline-6-carbonitrileHCID 22936249—

Reaction Steps

After adding dimethylformamide (6 ml), epibromohydrin (1.3 ml) and potassium carbonate (380 mg) to 4-(4-amino-3-fluorophenoxy)-6-cyano-7-hydroxyquinoline (400 mg), the mixture was stirred overnight at room temperature. Water was added to the reaction solution, extraction was performed with ethyl acetate, and then the organic layer was washed with water and saturated brine in that order and dried over anhydrous sodium sulfate, and the solvent was distilled off under reduced pressure to obtain the title compound (400 mg).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07612092B2
Source datasetuspto-grants-2009_11
ORD IDord-ac83b51986d54338856d2d05c2edc209
Source noteuspto-grants-2009_11