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
Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
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| Edukt | Ammonium Chloride | HCID 25517 | — |
| Edukt | Potassium Phosphate, Tribasic | HCID 62657 | — |
| Edukt | Phenylboronic Acid | HCID 66827 | — |
| Edukt | 6-bromo-2-(2-ethylsulfanylphenyl)-3-methyl-3H-imidazo[4,5-b]pyridine | HCID 67982033 | — |
| Katalysator | Bis(dibenzylideneacetone)palladium | HCID 9811564 | — |
| Katalysator | 2-Dicyclohexylphosphino-2',6'-dimethoxybiphenyl | HCID 11269872 | — |
| Lösungsmittel | 1,4-Dioxane | HCID 31275 | — |
| Produkt | 2-(2-ethylsulfanylphenyl)-3-methyl-6-phenyl-3H-imidazo[4,5-b]pyridine | HCID 86708210 | 106,6% |
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
| 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-c7c9d95500ee46b18d8f89061085efdd |
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| Quellennotiz | uspto-grants-2014_10 |
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