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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 229071Generated: October 25, 2026

Water → 3-(6-Methoxy-7-oxiranylmethoxy-quinolin-4-yloxy)-5,6,6'-trimethyl-[2,2']bipyridine

https://huagongshe.com/reaction/229071

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantPotassium CarbonateHCID 11430—
ReactantEpibromohydrinHCID 18430—
Reactant6-Methoxy-4-(5,6,6'-trimethyl-[2,2']bipyridin-3-yloxy)-quinolin-7-olHCID 136131624—
SolventDimethylformamideHCID 6228—
Product3-(6-Methoxy-7-oxiranylmethoxy-quinolin-4-yloxy)-5,6,6'-trimethyl-[2,2']bipyridineHCID 5775659199%

Reaction Steps

6-Methoxy-4-(5,6,6′-trimethyl-[2,2′]bipyridin-3-yloxy)-quinolin-7-ol (compound 443) (87 mg) was dissolved in N,N-dimethylformamide (4 ml) to prepare a solution, and potassium carbonate (93 mg) and epibromohydrin (0.06 ml) were added to the solution. The mixture was stirred at room temperature overnight. Water was added to the reaction solution, and the mixture was extracted with ethyl acetate. The ethyl acetate 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 99%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07560558B2
Source datasetuspto-grants-2009_07
ORD IDord-8c93813056174ee2a15b4c182d518ba0
Source noteuspto-grants-2009_07