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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 533615Erstellt: 25. Oktober 2026

Ammonium Chloride → 2-(2-ethylsulfanylphenyl)-3-methyl-6-phenyl-3H-imidazo[4,5-b]pyridine

https://huagongshe.com/reaction/533615

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktAmmonium ChlorideHCID 25517—
EduktPotassium Phosphate, TribasicHCID 62657—
EduktPhenylboronic AcidHCID 66827—
Edukt6-bromo-2-(2-ethylsulfanylphenyl)-3-methyl-3H-imidazo[4,5-b]pyridineHCID 67982033—
KatalysatorBis(dibenzylideneacetone)palladiumHCID 9811564—
Katalysator2-Dicyclohexylphosphino-2',6'-dimethoxybiphenylHCID 11269872—
Lösungsmittel1,4-DioxaneHCID 31275—
Produkt2-(2-ethylsulfanylphenyl)-3-methyl-6-phenyl-3H-imidazo[4,5-b]pyridineHCID 86708210106,6%

Reaktionsbedingungen

Temperatur70 °C

Reaktionsschritte

A mixture of 6-bromo-2-(2-ethylsulfanylphenyl)-3-methyl-3H-imidazo[4,5-b]pyridine (0.35 g), tripotassium phosphate (0.42 g), phenylboronic acid (0.13 g), 2-dicyclohexylphosphino-2′,6′-dimethoxybiphenyl (0.03 g), tris(dibenzylideneacetone)dipalladium(0) (0.01 g), and 1,4-dioxane (3 ml) was stirred with heating at 70° C. for 2 hours, and then heated to 90° C., and stirred with heating for further 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 0.37 g of 2-(2-ethylsulfanylphenyl)-3-methyl-6-phenyl-3H-imidazo[4,5-b]pyridine (hereinafter referred to as Present Compound 56).

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS08853238B2
Quelldatensatzuspto-grants-2014_10
ORD IDord-c7c9d95500ee46b18d8f89061085efdd
Quellennotizuspto-grants-2014_10