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
Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
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| Edukt | 1,4-Dioxane | HCID 31275 | — |
| Edukt | Potassium Phosphate, Tribasic | HCID 62657 | — |
| Edukt | 2-Fluorophenylboronic acid | HCID 2734354 | — |
| Edukt | 6-bromo-2-(2-ethylsulfanylphenyl)-3-methyl-3H-imidazo[4,5-b]pyridine | HCID 67982033 | — |
| Katalysator | 2-Dicyclohexylphosphino-2',6'-dimethoxybiphenyl | HCID 11269872 | — |
| Lösungsmittel | Water | HCID 962 | — |
| Produkt | 2-(2-ethylsulfanylphenyl)-6-(2-fluorophenyl)-3-methyl-3H-imidazo[4,5-b]pyridine | HCID 86708211 | 95,5% |
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
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patentnummer | US08853238B2 |
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| Quelldatensatz | uspto-grants-2014_10 |
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| ORD ID | ord-589266803c1c47e9a06236c2337414e4 |
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| Quellennotiz | uspto-grants-2014_10 |
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