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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 533611Erstellt: 25. Oktober 2026

N-methyl-2-pyrrolidone → 6-cyano-2-(2-ethylsulfanylphenyl)-3-methyl-3H-imidazo[4,5-b]pyridine

https://huagongshe.com/reaction/533611

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktN-methyl-2-pyrrolidoneHCID 13387—
EduktAmmonium ChlorideHCID 25517—
Edukt6-bromo-2-(2-ethylsulfanylphenyl)-3-methyl-3H-imidazo[4,5-b]pyridineHCID 67982033—
KatalysatorZinc cyanide (Zn(CN)2)HCID 11186—
KatalysatorHCID 178418397HCID 178418397—
Produkt6-cyano-2-(2-ethylsulfanylphenyl)-3-methyl-3H-imidazo[4,5-b]pyridineHCID 86708206—

Reaktionsbedingungen

Temperatur90 °C

Reaktionsschritte

A mixture of zinc cyanide (0.47 g), tetrakis(triphenylphosphine)palladium (0.12 g), 6-bromo-2-(2-ethylsulfanylphenyl)-3-methyl-3H-imidazo[4,5-b]pyridine (0.70 g), and N-methylpyrrolidone (hereinafter referred to as NMP) (4 ml) was stirred at 90° C. for 2 hours. Into the reaction mixture cooled to room temperature, saturated aqueous ammonium chloride solution was poured, and extracted with ethyl acetate. The organic layer was dried over sodium sulfate, and concentrated under reduced pressure. The resulting residue was subjected to silica gel column chromatography to give 0.59 g of 6-cyano-2-(2-ethylsulfanylphenyl)-3-methyl-3H-imidazo[4,5-b]pyridine (hereinafter referred to as Present Compound 48).

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS08853238B2
Quelldatensatzuspto-grants-2014_10
ORD IDord-a3a8327606074f2aa3ea857af3cd42cf
Quellennotizuspto-grants-2014_10