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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1896708Generated: October 31, 2026

1H-Isoindole-1,3(2H)-dione, 2-(2-bromoethyl)- → 2-(2-(6-(2-Fluorophenyl)pyridin-3-yloxy)ethyl)isoindole-1,3-dione

https://huagongshe.com/reaction/1896708

Reaction equation

Participants

RoleNameHCIDCharge
Reactant1H-Isoindole-1,3(2H)-dione, 2-(2-bromoethyl)-HCID 11325—
ReactantPotassium CarbonateHCID 11430—
Reactant2-Bromo-5-nitropyridineHCID 78240—
Reactant2-Fluorophenylboronic acidHCID 2734354—
Reactant6-(2-Fluorophenyl)pyridin-3-olHCID 23145770—
SolventDimethylformamideHCID 6228—
Product2-(2-(6-(2-Fluorophenyl)pyridin-3-yloxy)ethyl)isoindole-1,3-dioneHCID 59761352—

Reaction Steps

500 mg (2.64 mmol) of 6-(2-fluorophenyl)pyridin-3-ol (prepared from 2-bromo-5-nitropyridine and 2-fluorophenylboronic acid; the nitro group was converted into the hydroxy group according to the method described in WO 98/25920), 730.6 mg (5.28 mmol) of potassium carbonate and 738.6 mg (2.91 mmol) of 2-(2-bromoethyl)-isoindole-1,3-dione in 10 ml of DMF were stirred at room temperature for 4 h. The solvent was removed by evaporation and the residue treated with ethyl acetate and water. The organic layer was evaporated and the residue purified by chromatography. Yield: 189 mg.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08518976B2
Source datasetuspto-grants-2013_08
ORD IDord-d2ac8837ecf24754aafcb474072790a7
Source noteuspto-grants-2013_08