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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 229091Generated: October 29, 2026

1-Bromo-2-Chloroethane → 3-[7-(2-Chloro-ethoxy)-6-methoxy-quinolin-4-yloxy]-5,6,5'-trimethyl-[2,2']bipyridine

https://huagongshe.com/reaction/229091

Reaction equation

Participants

RoleNameHCIDCharge
Reactant1-Bromo-2-ChloroethaneHCID 7849—
ReactantPotassium CarbonateHCID 11430—
Reactant6-Methoxy-4-(5,6,5'-trimethyl-[2,2']bipyridin-3-yloxy)-quinolin-7-olHCID 136131619—
SolventDimethylformamideHCID 6228—
Product3-[7-(2-Chloro-ethoxy)-6-methoxy-quinolin-4-yloxy]-5,6,5'-trimethyl-[2,2']bipyridineHCID 57756344100%

Reaction Steps

6-Methoxy-4-(5,6,5′-trimethyl-[2,2′]bipyridin-3-yloxy)-quinolin-7-ol (compound 453) (30 mg) was suspended in N,N-dimethylformamide (2 ml). Potassium carbonate (107 mg) and 1-bromo-2-chloroethane (0.03 ml) were added to the suspension, and the mixture was stirred at room temperature overnight. The solvent was removed by distillation under the reduced pressure, water was then added to the residue, 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 thin layer chromatography using chloroform-methanol to give the title compound (36 mg, yield 100%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07560558B2
Source datasetuspto-grants-2009_07
ORD IDord-b735730beef84abca628797bd38c0e5e
Source noteuspto-grants-2009_07