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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1620055Generated: November 2, 2026

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

https://huagongshe.com/reaction/1620055

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 numberUS08772320B2
Source datasetuspto-grants-2014_07
ORD IDord-77030a5564e24734812e1f58f33a23ab
Source noteuspto-grants-2014_07