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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 626496Erstellt: 25. Oktober 2026

Acetamide → N-(4-((6-nitropyridin-3-yl)oxy)pyridin-2-yl)acetamide

https://huagongshe.com/reaction/626496

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktAcetamideHCID 178—
EduktEthyl AcetateHCID 8857—
EduktCesium carbonateHCID 10796—
Edukt2-Chloro-4-((6-nitropyridin-3-yl)oxy)pyridineHCID 59322779—
KatalysatorBis(dibenzylideneacetone)palladiumHCID 9811564—
Katalysator2-Dicyclohexylphosphino-2',4',6'-triisoprophylbiphenylHCID 11155794—
Lösungsmittel1,4-DioxaneHCID 31275—
ProduktN-(4-((6-nitropyridin-3-yl)oxy)pyridin-2-yl)acetamideHCID 9040985668%

Reaktionsbedingungen

Temperatur80 °C

Reaktionsschritte

A degassed solution of Example A1 (2.0 g, 7.95 mmol) in dioxane (30 mL) added treated with acetamide (1.878 g, 31.8 mmol), Cs2CO3 (2.59 g, 7.95 mmol), X-Phos (0.189 g, 0.397 mmol), and Pd2(dba)3 (0.364 g, 0.397 mmol) and heated at 80° C. for 16 h. The mixture was cooled to RT, treated with EtOAc, the solids removed via filtration through diatomaceous earth and rinsed well with EtOAc. The filtrate was washed with water, then brine, dried over Na2SO4, concentrated to dryness and purified via silica gel chromatography (EtOAc/Hex) to afford N-(4-((6-nitropyridin-3-yl)oxy)pyridin-2-yl)acetamide (1.48 g, 68%). MS (ESI) m/z: 275.1 (M+H+).

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS09309224B2
Quelldatensatzuspto-grants-2016_04
ORD IDord-b3c4a19b1b1e40a3bb8d496342721504
Quellennotizuspto-grants-2016_04