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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 1427039Erstellt: 25. Oktober 2026

Dimethyl Sulfoxide → N-(4-((6-(2-Ethoxyethoxy)-1H-indol-5-yl)oxy)pyridin-2-yl)acetamide

https://huagongshe.com/reaction/1427039

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktDimethyl SulfoxideHCID 679—
EduktN-(4-Chloropyridin-2-yl)acetamideHCID 22832129—
EduktPotassium tert-butoxideHCID 23665647—
Edukt6-(2-Ethoxyethoxy)-1H-indol-5-olHCID 86730341—
LösungsmittelWaterHCID 962—
LösungsmittelEthyl AcetateHCID 8857—
ProduktN-(4-((6-(2-Ethoxyethoxy)-1H-indol-5-yl)oxy)pyridin-2-yl)acetamideHCID 8673034248%

Reaktionsbedingungen

Temperatur150 °C

Reaktionsschritte

Dimethylsulfoxide (20 mL) was added to a mixture of 6-(2-ethoxyethoxy)-1H-indol-5-ol described in Production Example 24-5 (3.28 g, 14.8 mmol), N-(4-chloropyridin-2-yl)acetamide described in Production Example 1-5 (2.78 g, 16.3 mmol), and potassium tert-butoxide (1.83 g, 16.3 mmol) under nitrogen atmosphere at room temperature. The liquid mixture was stirred at 150° C. overnight. The reaction liquid was allowed to stand to cool to room temperature and then diluted with water and ethyl acetate. The organic layer was washed with a saturated saline solution and dried over anhydrous sodium sulfate, and then the drying agent was separated by filtration. The filtrate was concentrated under vacuum. The residue was purified with silica gel column chromatography (n-heptane:ethyl acetate=1:1-0:1-ethyl acetate:methanol=99:1-19:1) to obtain the title compound (2.5 g, 48%).

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS08933099B2
Quelldatensatzuspto-grants-2015_01
ORD IDord-9cd462329aa84014b77b2e0e837efd04
Quellennotizuspto-grants-2015_01