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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 499844Erstellt: 25. Oktober 2026

N,N'-Dimethylethylenediamine → 5-chloro-N-((1-(4-(4-ethyl-2,3-dioxopiperazin-1-yl)phenyl)-1H-imidazol-4-yl)methyl)thiophene-2-carboxamide

https://huagongshe.com/reaction/499844

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktN,N'-DimethylethylenediamineHCID 8070—
EduktPotassium CarbonateHCID 11430—
Edukt1-Ethyl-2,3-piperazinedioneHCID 108812—
Edukt5-Chloro-N-((1-(4-iodophenyl)-1H-imidazol-4-yl)methyl)thiophene-2-carboxamideHCID 24986897—
KatalysatorCopper(1+) iodide; Copper(I) iodide; Cuprous iodide; Cuprous iodide (CuI)HCID 24350—
LösungsmittelDimethyl SulfoxideHCID 679—
Lösungsmittel1,4-DioxaneHCID 31275—
Produkt5-chloro-N-((1-(4-(4-ethyl-2,3-dioxopiperazin-1-yl)phenyl)-1H-imidazol-4-yl)methyl)thiophene-2-carboxamideHCID 2476023113,6%

Reaktionsbedingungen

Temperatur110 °C

Reaktionsschritte

A mixture of 5-chloro-N-((1-(4-iodophenyl)-1H-imidazol-4-yl)methyl)thiophene-2-carboxamide 1-6 (70 mg, 0.16 mmol), N-ethylpiperazine-2,3-dione (45 mg, 0.32 mmol), N,N′-dimethylethylenediamine (0.020 mL, 0.19 mmol) and K2CO3 (65 mg, 0.47 mmol) in DMSO (1 mL) and dioxane (1 mL) was degassed with Ar before being charged with CuI (20 mg, 0.10 mmol). The mixture in a sealed tube was heated at 110° C. overnight. The mixture was then purified by HPLC to give the titled compound (10 mg). MS 458.1 and 460.1 (M+H, Cl pattern).

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS07767697B2
Quelldatensatzuspto-grants-2010_08
ORD IDord-7514f9449e144c969b7b72acb076b18a
Quellennotizuspto-grants-2010_08