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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 340448Generated: October 29, 2026

Cesium carbonate → 1-(5-Bromo-3-pyridinyl)-2-pyrrolidinone

https://huagongshe.com/reaction/340448

Reaction equation

Participants

RoleNameHCIDCharge
ReactantCesium carbonateHCID 10796—
Reactant2-PyrrolidoneHCID 12025—
Reactant3,5-DibromopyridineHCID 69369—
Reactant1,1'-(9,9-Dimethyl-9H-xanthene-4,5-diyl)bis(1,1-diphenylphosphine)HCID 636044—
CatalystBis(dibenzylideneacetone)palladiumHCID 9811564—
SolventWaterHCID 962—
Solvent1,4-DioxaneHCID 31275—
Product1-(5-Bromo-3-pyridinyl)-2-pyrrolidinoneHCID 6861946044.2%

Reaction Steps

Cesium carbonate (213 mg), pyrrolidin-2-one (45 mg), Xantphos (76 mg), and Pd2(dba)3 (60 mg) were added to a 1,4-dioxane (4 ml) solution containing 3,5-dibromopyridine (100 mg) in a nitrogen atmosphere, followed by reflux for 4 hours. The reaction mixture was adjusted to room temperature and water was added, followed by extraction with ethyl acetate. The resultant was washed with saturated saline and dried over anhydrous sodium sulfate. Then, the solvent was distilled away under reduced pressure, the obtained residue was purified by silica gel chromatography (n-hexane:ethyl acetate=3:1 to 1:1), and a white solid of 1-(5-bromopyridin-3-yl)pyrrolidin-2-one (45 mg) was thus obtained.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08895585B2
Source datasetuspto-grants-2014_11
ORD IDord-117c135a6fd74339ac2a33d72b24d8e9
Source noteuspto-grants-2014_11