Zurück
HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 42180Erstellt: 24. Oktober 2026

N,N'-Dimethylethylenediamine → 1-(6-Chloropyridin-3-YL)pyrrolidin-2-one

https://huagongshe.com/de/reaction/42180

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktN,N'-DimethylethylenediamineHCID 8070—
EduktPotassium CarbonateHCID 11430—
Edukt2-PyrrolidoneHCID 12025—
Edukt2-Chloro-5-iodopyridineHCID 4397176—
KatalysatorCopper(1+) iodide; Copper(I) iodide; Cuprous iodide; Cuprous iodide (CuI)HCID 24350—
Lösungsmittel1,4-DioxaneHCID 31275—
Produkt1-(6-Chloropyridin-3-YL)pyrrolidin-2-oneHCID 57471611103%

Reaktionsschritte

To a solution of 2-chloro-5-iodopyridine (200 mg, 0.84 mmol) in 4 mL anhydrous dioxane was added 2-pyrrolidinone (60.8 μL, 0.79 mmol), K2CO3 (415.6 mg, 3 mmol), CuI (15.9 mg, 0.084 mmol), and N,N′-dimethyl-1,2-ethanediamine (11.8 μL, 0.083 mmol) in a 2 dram screw-top vial. The vial is evacuated and flushed with nitrogen. The reaction mixture was heated to reflux for 18 h. The reaction mixture was filtered through celite and filtrate was concentrated to afford the crude material. The mixture was purified by flash chromatography on silica gel, eluting with 50-100% EtOAc:heptane. Fractions containing the desired products were combined and concentrated to afford the desired product as a white solid (160 mg, yield: 97.4%).

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS08536168B2
Quelldatensatzuspto-grants-2013_09
ORD IDord-6b923c2f957b4a1c8a9cd3883d749232
Quellennotizuspto-grants-2013_09