HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
Potassium Fluoride → 5-Bromo-2-(trifluoromethyl)pyrimidine
Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
|---|---|---|---|
| Edukt | Potassium Fluoride | HCID 522689 | — |
| Edukt | (Trifluoromethyl)trimethylsilane | HCID 552549 | — |
| Edukt | 5-Bromo-2-iodopyrimidine | HCID 7006651 | — |
| Katalysator | Copper(1+) iodide; Copper(I) iodide; Cuprous iodide; Cuprous iodide (CuI) | HCID 24350 | — |
| Lösungsmittel | Dimethylformamide | HCID 6228 | — |
| Produkt | 5-Bromo-2-(trifluoromethyl)pyrimidine | HCID 33697963 | 16,7% |
Reaktionsschritte
A mixture of 5-bromo-2-iodo-pyrimidine (30 g, 0.11 mol), TMSCF3 (30 g, 0.21 mol), KF (9.2 g, 0.16 mol) and CuI (30 g, 0.16 mol) in DMF (300 mL) was stirred at room temperature overnight. The reaction mixture was quenched by NH3.H2O (600 mL) and extracted with EtOAc (500 mL×3). The organic layer was washed with brine, dried over Na2SO4 and concentrated. The residue was purified by column chromatography on silica gel (Petroleum ether) to give 5-bromo-2-trifluoromethyl-pyrimidine (4 g, yield: 16.7%). 1H NMR (CDCl3 400 Hz): δ8.90 (s, 2H).
Herkunft & Nachweise
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patentnummer | US09102591B2 |
| Quelldatensatz | uspto-grants-2015_08 |
| ORD ID | ord-a5e49ed79b414c7f9c2e3af28f397992 |
| Quellennotiz | uspto-grants-2015_08 |