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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 1427040Erstellt: 26. Oktober 2026

Sodium Hydroxide → 4-((6-(2-Ethoxyethoxy)-1H-indol-5-yl)oxy)pyridin-2-amine

https://huagongshe.com/reaction/1427040

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktSodium HydroxideHCID 14798—
EduktN-(4-((6-(2-Ethoxyethoxy)-1H-indol-5-yl)oxy)pyridin-2-yl)acetamideHCID 86730342—
LösungsmittelMethanolHCID 887—
LösungsmittelWaterHCID 962—
LösungsmittelEthyl AcetateHCID 8857—
Produkt4-((6-(2-Ethoxyethoxy)-1H-indol-5-yl)oxy)pyridin-2-amineHCID 8673034387%

Reaktionsbedingungen

Temperatur75 °C

Reaktionsschritte

A 2 M sodium hydroxide solution (20 mL) was added to a solution of N-(4-((6-(2-ethoxyethoxy)-1H-indol-5-yl)oxy)pyridin-2-yl)acetamide described in Production Example 24-6 (2.5 g, 7.04 mmol) in methanol (20 mL) under nitrogen atmosphere at room temperature, and the mixture was heated and stirred under reflux at 75° C. for 2 hours. The reaction liquid was allowed to stand to cool to room temperature and then diluted with ethyl acetate and water. The organic layer was washed with a saturated saline solution and then dried over anhydrous sodium sulfate. The drying agent was separated by filtration and then the filtrate was concentrated under vacuum. The resultant residue was purified with silica gel column chromatography (n-heptane:ethyl acetate=1:9-0:1-ethyl acetate:methanol=49:1-24:1) to obtain the title compound (1.92 g, 87%).

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS08933099B2
Quelldatensatzuspto-grants-2015_01
ORD IDord-43f451f4af754f318978d73a2566045f
Quellennotizuspto-grants-2015_01