Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
|---|
| Edukt | Water | HCID 962 | — |
| Edukt | 2,5-Dibromo-3-methylpyridine | HCID 817680 | — |
| Edukt | HCID 178418546 | HCID 178418546 | — |
| Lösungsmittel | Dimethylformamide | HCID 6228 | — |
| Produkt | 5-Bromo-3-methylpyridine-2-carbonitrile | HCID 20775007 | — |
Reaktionsschritte
A mixture of 2,5-dibromo-3-methylpyridine (20.17 g, 80.4 mmol) and copper(I) cyanide (7.24 g, 80.8 mmol) in 200 mL DMF was heated to 115° C. overnight. The reaction mixture was cooled to 25° C. and poured into 600 mL of H2O. The solid was filtered, washed with copious amounts of H2O. The filtrate was extracted with EtOAc (4×) and the combined organic layers were washed with H2O and dried over Na2SO4. The solution was filtered, evaporated onto silica gel and purified by flash chromatography eluting with EtOAc:hexane (0:1→1:9) to give the title compound as a white solid. MS m/z: 197.0 [M+1].
Herkunft & Nachweise
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patentnummer | US07759337B2 |
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| Quelldatensatz | uspto-grants-2010_07 |
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| ORD ID | ord-13b02afa25e044f4afc5c246dbf84619 |
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| Quellennotiz | uspto-grants-2010_07 |
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