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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 598715Erstellt: 25. Oktober 2026

Potassium Fluoride → [4-(6-Morpholin-4-ylmethyl-pyridin-3-yl)-naphthalen-1-yl]-oxo-acetic acid

https://huagongshe.com/reaction/598715

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktPotassium FluorideHCID 522689—
Edukt4-(5-Tri-butylstannanyl-pyridin-2-ylmethyl)-morpholineHCID 21136380—
Edukt(4-Bromo-naphthalen-1-yl)-oxo-acetic acid methyl esterHCID 59379801—
KatalysatorHCID 178418397HCID 178418397—
LösungsmittelEthyl AcetateHCID 8857—
Lösungsmittel1,3-DioxaneHCID 10450—
Produkt[4-(6-Morpholin-4-ylmethyl-pyridin-3-yl)-naphthalen-1-yl]-oxo-acetic acidHCID 5937982354%

Reaktionsbedingungen

Temperatur150 °C

Reaktionsschritte

4-(5-Tri-butylstannanyl-pyridin-2-ylmethyl)-morpholine (0.47 g, 1.59 mmol) and (4-Bromo-naphthalen-1-yl)-oxo-acetic acid methyl ester (18) (0.6 g, 1.3 mmol) and catalytic tetrakis(triphenylphosphine)palladium (0) were dissolved in 2 mL anhydrous 2,4-dioxane under nitrogen atmosphere. The tube was heated under microwave irradiation for 10 minutes at 150° C. After cooling to room temperature the mixture was diluted with EtOAc, and a solution of KF 40% was added. The organic phase was separated and the aqueous layer was evaporated and purified by LC-MS to afford the target product in 54% yield. Calculated mass=376. Observed mass=376.

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS07897599B2
Quelldatensatzuspto-grants-2011_03
ORD IDord-47264462ea5e422fbe2feac9d3fb334f
Quellennotizuspto-grants-2011_03