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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 2035864Erstellt: 25. Oktober 2026

Picolinic acid → 3-(4-(3-Methylphenoxy)phenyl)pyridin-2-amine

https://huagongshe.com/reaction/2035864

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktPicolinic acidHCID 1018—
Edukt3-IodotolueneHCID 12268—
EduktPotassium Phosphate, TribasicHCID 62657—
Edukt4-(2-Aminopyridin-3-yl)phenolHCID 66748477—
KatalysatorCopper(1+) iodide; Copper(I) iodide; Cuprous iodide; Cuprous iodide (CuI)HCID 24350—
LösungsmittelDimethyl SulfoxideHCID 679—
Produkt3-(4-(3-Methylphenoxy)phenyl)pyridin-2-amineHCID 6674799268,9%

Reaktionsbedingungen

Temperatur130 °C

Reaktionsschritte

Copper(I) iodide (102 mg) was added to a mixture of picolinic acid (66.1 mg), 4-(2-aminopyridin-3-yl)phenol (500 mg), tripotassium phosphate (1710 mg), 1-iodo-3-methylbenzene (703 mg) and DMSO (8 ml). The mixture was stirred at 130° C. under nitrogen for 5 hr. Activated carbon was added and the insoluble solid was removed by filtration through NH-silica gel/Celite pad (eluted with EtOAc). Water was added and the extracted organic layer was washed with brine. Silica-gel was added to the organic layer and the volatiles were removed in vacuo. The mixture supported on silica-gel was purified by column chromatography (NH-silica gel, eluted with EtOAc in hexane) to give the title compound (511.5 mg) as a yellow solid.

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS08575154B2
Quelldatensatzuspto-grants-2013_11
ORD IDord-a553ed1003a244e7af0a942a395769c0
Quellennotizuspto-grants-2013_11