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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 2035790Erstellt: 26. Oktober 2026

2-Methylpyridine → 3-[(7-Methoxynaphthalen-2-yl)oxy]pyridin-2-amine

https://huagongshe.com/reaction/2035790

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
Edukt2-MethylpyridineHCID 7975—
EduktPotassium Phosphate, TribasicHCID 62657—
Edukt2-Amino-3-bromopyridineHCID 817700—
Edukt7-Methoxy-2-naphtholHCID 853173—
KatalysatorCopper(1+) iodide; Copper(I) iodide; Cuprous iodide; Cuprous iodide (CuI)HCID 24350—
LösungsmittelDimethyl SulfoxideHCID 679—
LösungsmittelWaterHCID 962—
Produkt3-[(7-Methoxynaphthalen-2-yl)oxy]pyridin-2-amineHCID 6674854036,1%

Reaktionsbedingungen

Temperatur140 °C

Reaktionsschritte

A mixture of picoline acid (0.427 g), tripotassium phosphate (11.04 g), copper (I) iodide (0.660 g), 7-methoxynaphthalen-2-ol (6.04 g), 3-bromopyridin-2-amine (3 g) and DMSO (50 mL) was stirred under a nitrogen atmosphere at 140° C. overnight. Water was added, and the mixture was filtered through celite, and the filtrate was extracted with ethyl acetate. The organic layer was washed with saturated brine, dried over anhydrous magnesium sulfate and concentrated under reduced pressure. The residue was purified by silica gel column chromatography (ethyl acetate/hexane) and basic silica gel column chromatography (ethyl acetate/hexane) to give the title compound (1.667 g) as a pale-yellow solid.

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS08575154B2
Quelldatensatzuspto-grants-2013_11
ORD IDord-6daec4675cfa4e59b84d255a1033ab74
Quellennotizuspto-grants-2013_11