HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
Triethylamine → 2-Cyano-3-fluoropyridine
Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
|---|---|---|---|
| Edukt | Triethylamine | HCID 8471 | — |
| Edukt | Trimethylsilyl cyanide | HCID 82115 | — |
| Edukt | Pyridine, 3-fluoro-, 1-oxide | HCID 123084 | — |
| Lösungsmittel | Acetonitrile | HCID 6342 | — |
| Produkt | 2-Cyano-3-fluoropyridine | HCID 7060408 | — |
Reaktionsschritte
The mixture of 3-fluoro-pyridine 1-oxide (0.99 g, 8.75 mmol), trimethylsilyl cyanide (4.80 ml, 35.0 mmol), and triethyl amine (1.84 ml, 13.2 mmol) in 100 ml of CH3CN was heated at reflux overnight. The solvents were removed, under reduced pressure and the residue was partitioned between EtOAc and saturated NaHCO3. The organic portion was separated, dried with Na2SO4, filtered, condensed, the crude compound as purified by flash column chromatography (10 to 20% of EtOAc in hexanes). The titled compound was obtained as a light yellowish solid. MS (ES+): 123.1 (M+H)+. Calc'd for C6H3FN2—122.10.
Herkunft & Nachweise
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patentnummer | US08247430B2 |
| Quelldatensatz | uspto-grants-2012_08 |
| ORD ID | ord-e568494b6bbb429ab93068d83e27aa88 |
| Quellennotiz | uspto-grants-2012_08 |