Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
|---|
| Edukt | Ammonia | HCID 222 | — |
| Edukt | Potassium Fluoride | HCID 522689 | — |
| Edukt | (Trifluoromethyl)trimethylsilane | HCID 552549 | — |
| Edukt | 5-Bromo-2-iodopyrimidine | HCID 7006651 | — |
| Lösungsmittel | Dimethylformamide | HCID 6228 | — |
| Lösungsmittel | N-methyl-2-pyrrolidone | HCID 13387 | — |
| Produkt | 5-Bromo-2-(trifluoromethyl)pyrimidine | HCID 33697963 | — |
Reaktionsschritte
A mixture of potassium fluoride (1.77 g) and cuprous iodide (5.79 g) was stirred and heated together using a heat gun under vacuum (˜1 mm) for 20 min. After cooling, dimethyl formamide (20 ml) and N-methylpyrrolidinone (20 ml) were added followed by (trifluoromethyl)trimethylsilane (4.1 ml) and 5-bromo-2-iodopyrimidine (6.5 g). The mixture was stirred at rt for 5 h and then the brown solution was poured into 6N ammonia solution. The product was extracted into ethyl acetate and the extracts were washed with sodium bicarbonate solution and brine and then dried (Na2SO4) and evaporated. Chromatography on silica gel (elution with 20-50% dichloromethane in pentane) gave the title compound (D13) as a white solid (2.4 g). 1H NMR (CDCl3): 8.97 (2H, s).
Herkunft & Nachweise
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patentnummer | US08492375B2 |
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| Quelldatensatz | uspto-grants-2013_07 |
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| ORD ID | ord-5a9c459d47ab462eb3a52a66414054c5 |
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| Quellennotiz | uspto-grants-2013_07 |
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