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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 533616Erstellt: 25. Oktober 2026

1,4-Dioxane → 2-(2-ethylsulfanylphenyl)-6-(2-fluorophenyl)-3-methyl-3H-imidazo[4,5-b]pyridine

https://huagongshe.com/reaction/533616

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
Edukt1,4-DioxaneHCID 31275—
EduktPotassium Phosphate, TribasicHCID 62657—
Edukt2-Fluorophenylboronic acidHCID 2734354—
Edukt6-bromo-2-(2-ethylsulfanylphenyl)-3-methyl-3H-imidazo[4,5-b]pyridineHCID 67982033—
Katalysator2-Dicyclohexylphosphino-2',6'-dimethoxybiphenylHCID 11269872—
LösungsmittelWaterHCID 962—
Produkt2-(2-ethylsulfanylphenyl)-6-(2-fluorophenyl)-3-methyl-3H-imidazo[4,5-b]pyridineHCID 8670821195,5%

Reaktionsbedingungen

Temperatur80 °C

Reaktionsschritte

To a mixture of 6-bromo-2-(2-ethylsulfanylphenyl)-3-methyl-3H-imidazo[4,5-b]pyridine (350 mg) and 1,4-dioxane (5 ml), 2-fluorophenylboronic acid (150 mg), tripotassium phosphate (600 mg), 2-dicyclohexylphosphino-2′,6′-dimethoxybiphenyl (25 mg), and tris(dibenzylideneacetone)palladium(0) (14 mg) were sequentially added, heated to 80° C., and stirred with heating for 8 hours. The reaction mixture was cooled to room temperature, and then water was poured into the reaction mixture, 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 349 mg of 2-(2-ethylsulfanylphenyl)-6-(2-fluorophenyl)-3-methyl-3H-imidazo[4,5-b]pyridine (hereinafter referred to as Present Compound 58).

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS08853238B2
Quelldatensatzuspto-grants-2014_10
ORD IDord-589266803c1c47e9a06236c2337414e4
Quellennotizuspto-grants-2014_10