HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
Potassium Carbonate → 5-((5-Bromopyridin-3-yl)oxy)pyrimidine
Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
|---|---|---|---|
| Edukt | Potassium Carbonate | HCID 11430 | — |
| Edukt | Pyrimidin-5-ol | HCID 565855 | — |
| Edukt | 3-Bromo-5-fluoropyridine | HCID 820206 | — |
| Lösungsmittel | Dimethylformamide | HCID 6228 | — |
| Lösungsmittel | Lithium Chloride | HCID 433294 | — |
| Produkt | 5-((5-Bromopyridin-3-yl)oxy)pyrimidine | HCID 51037932 | 92% |
Reaktionsschritte
A mixture of 3-bromo-5-fluoropyridine (2.0 g, 11 mmol, 1.0 eq), 5-hydroxypyrimidine (1.3 g, 14 mmol, 1.2 eq), and potassium carbonate (2.4 g, 17 mmol, 1.5 eq) in DMF (40 mL) was microwaved at 200° C. for 30 minutes. The reaction was diluted with 3M LiCl and extracted (3×) with CH2Cl2. The combined organics were dried (MgSO4), filtered, and concentrated in vacuo. Purification by flash chromatography on silica gel afforded 1.7 g (92%) of the title compound as a tan solid: 1H NMR (400 MHz, DMSO-d6) δ 9.07 (s, 1H), 8.77 (s, 2H), 8.58 (d, J=1.8 Hz, 1H), 8.54 (d, J=2.4 Hz, 1H), 8.02 (t, J=2.1 Hz, 1H); ES-MS [M+1]+: 252.0.
Herkunft & Nachweise
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patentnummer | US08569308B2 |
| Quelldatensatz | uspto-grants-2013_10 |
| ORD ID | ord-a943e5f4e67c4f46878e698fd2bbb906 |
| Quellennotiz | uspto-grants-2013_10 |