HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 46362Erstellt: 24. Oktober 2026
Sodium Carbonate → 2-(2-Aminopyridin-4-yl)-4-chlorophenol
https://huagongshe.com/de/reaction/46362
Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
|---|
| Edukt | Sodium Carbonate | HCID 10340 | — |
| Edukt | 1,4-Dioxane | HCID 31275 | — |
| Edukt | 2-Amino-4-bromopyridine | HCID 693282 | — |
| Edukt | (5-Chloro-2-hydroxyphenyl)boronic Acid (contains varying amounts of Anhydride) | HCID 23005362 | — |
| Katalysator | HCID 178418397 | HCID 178418397 | — |
| Lösungsmittel | Water | HCID 962 | — |
| Lösungsmittel | Ethyl Acetate | HCID 8857 | — |
| Produkt | 2-(2-Aminopyridin-4-yl)-4-chlorophenol | HCID 136063619 | 109,7% |
Reaktionsschritte
5-chloro-2-hydroxyphenylboronic acid (200 mg, 1 mmol), 2-amino-4-bromopyridine (220 mg, 1.3 mmol), sodium carbonate (490 mg, 4.6 mmol), and tetrakis(triphenylphosphine)palladium (0) (130 mg, 0.12 mmol) were all placed in a round bottom flask and 1,4-dioxane (3 mL) and water (1 mL) were added. The mixture was heated to 85° C. for 2 hours. The mixture was cooled to room temperature and diluted with ethyl acetate and water. The layers were separated and the aqueous layer was extracted with ethyl acetate (1×). The combined extracts were dried over anhydrous magnesium sulfate and concentrated in vacuo. The residue was purified by column chromatography (12 g silica gel column, 0-100% v/v ethyl acetate/hexanes gradient elution) to afford the title compound (242 mg).
Herkunft & Nachweise
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patentnummer | US08541588B2 |
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| Quelldatensatz | uspto-grants-2013_09 |
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| ORD ID | ord-304f70f0a6b34a218d0d0242ec2fd6cb |
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| Quellennotiz | uspto-grants-2013_09 |
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