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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 643010Erstellt: 24. Oktober 2026

N,N'-Dimethylethylenediamine → 5-Chloro-N-((1-(5-(2-oxopyridin-1(2H)-yl)pyridin-2-yl)-1H-imidazol-4-yl)methyl)thiophene-2-carboxamide

https://huagongshe.com/de/reaction/643010

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktN,N'-DimethylethylenediamineHCID 8070—
EduktPotassium CarbonateHCID 11430—
EduktN-((1-(5-bromopyridin-2-yl)-1H-imidazol-4-yl)methyl)-5-chlorothiophene-2-carboxamideHCID 68507465—
EduktHCID 178516071HCID 178516071—
KatalysatorCopper(1+) iodide; Copper(I) iodide; Cuprous iodide; Cuprous iodide (CuI)HCID 24350—
LösungsmittelDimethyl SulfoxideHCID 679—
Lösungsmittel1,4-DioxaneHCID 31275—
Produkt5-Chloro-N-((1-(5-(2-oxopyridin-1(2H)-yl)pyridin-2-yl)-1H-imidazol-4-yl)methyl)thiophene-2-carboxamideHCID 249872596,6%

Reaktionsbedingungen

Temperatur110 °C

Reaktionsschritte

A mixture of N-((1-(5-bromopyridin-2-yl)-1H-imidazol-4-yl)methyl)-5-chlorothiophene-2-carboxamide (42 mg, 0.11 mmol), 2-hydroxypyridine (40 mg, 0.42 mmol), N,N′-dimethylethylenediamine (0.035 mL, 0.32 mmol) and K2CO3 (52 mg, 0.38 mmol) in DMSO (1 mL) and dioxane (1 mL) was degassed with Argon before being charged with CuI (23 mg, 0.12 mmol). The mixture was heated at 110° C. overnight in a sealed tube. It was then purified by HPLC to give the title compound (3 mg). MS found for C19H14ClN5O2S: 412.2 and 414.2 (M+H, Cl pattern).

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS07696352B2
Quelldatensatzuspto-grants-2010_04
ORD IDord-3de329def22e45adb61ceacb273dc475
Quellennotizuspto-grants-2010_04