HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 1630744Erstellt: 25. Oktober 2026
Potassium Carbonate → 3-Methoxy-6-methyl-2-(4-(trifluoromethyl)phenyl)pyridine
https://huagongshe.com/reaction/1630744
Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
|---|
| Edukt | Potassium Carbonate | HCID 11430 | — |
| Edukt | 4-(Trifluoromethyl)phenylboronic acid | HCID 2734389 | — |
| Edukt | 2-Dicyclohexylphosphino-2',6'-dimethoxybiphenyl | HCID 11269872 | — |
| Edukt | 2-Iodo-3-methoxy-6-methylpyridine | HCID 11482051 | — |
| Katalysator | palladium(II) acetate | HCID 167845 | — |
| Lösungsmittel | Water | HCID 962 | — |
| Lösungsmittel | Acetonitrile | HCID 6342 | — |
| Produkt | 3-Methoxy-6-methyl-2-(4-(trifluoromethyl)phenyl)pyridine | HCID 58443268 | — |
Reaktionsschritte
To a mixture of 4-(trifluoromethyl)phenylboronic acid (0.97 g, 5.1 mmol), S—PHOS (0.20 g, 0.47 mmol), potassium carbonate (2.0 g, 15 mmol), and Pd(OAc)2 (0.061 g, 0.27 mmol) was added a solution of 2-iodo-3-methoxy-6-methylpyridine (prepared in the previous step) in acetonitrile (6 mL) followed by water (4 mL). The reaction mixture was degassed by bubbling nitrogen through the solution for 10 min, and the reaction mixture was heated to 75° C. After 4 h, the reaction mixture was diluted with EtOAc, washed with saturated NaHCO3 (1×), brine (1×), dried over MgSO4, filtered, and concentrated. Purification by flash column chromatography on silica gel (5% to 20% EtOAc in hexanes) gave 3-methoxy-6-methyl-2-(4-(trifluoromethyl)phenyl)pyridine.
Herkunft & Nachweise
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patentnummer | US08791147B2 |
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| Quelldatensatz | uspto-grants-2014_07 |
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| ORD ID | ord-0efef0adc9b44a178b643bef49bc58a1 |
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| Quellennotiz | uspto-grants-2014_07 |
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