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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 228983Generated: October 30, 2026

Dimethylformamide → 6-Methoxy-4-(2-methyl-quinolin-3-yloxy)-7-oxiranylmethoxy-quinoline

https://huagongshe.com/reaction/228983

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDimethylformamideHCID 6228—
ReactantPotassium CarbonateHCID 11430—
ReactantEpibromohydrinHCID 18430—
Reactant6-Methoxy-4-(2-methyl-quinolin-3-yloxy)-quinolin-7-olHCID 135854828—
SolventWaterHCID 962—
Product6-Methoxy-4-(2-methyl-quinolin-3-yloxy)-7-oxiranylmethoxy-quinolineHCID 2307829753.1%

Reaction Conditions

Temperature80 °C

Reaction Steps

N,N-Dimethylformamide (3 ml) was added to 6-methoxy-4-(2-methyl-quinolin-3-yloxy)-quinolin-7-ol (compound 352) (100 mg), potassium carbonate (125 mg), and epibromohydrin (124 mg), and the mixture was stirred at 80° C. overnight. The reaction solution was cooled to room temperature, water was added to the reaction solution, and the mixture was extracted with chloroform. The chloroform layer was washed with water and was then 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 (62 mg, yield 53%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07560558B2
Source datasetuspto-grants-2009_07
ORD IDord-3564a1041da24b6593661403edcb6b8b
Source noteuspto-grants-2009_07