HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
Sodium Carbonate → 2,4-Dimethoxy-5-pyrazin-2-yl-pyrimidine
Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
|---|---|---|---|
| Edukt | Sodium Carbonate | HCID 10340 | — |
| Edukt | Triphenylphosphine | HCID 11776 | — |
| Edukt | Iodopyrazine | HCID 642841 | — |
| Edukt | (2,4-Dimethoxypyrimidin-5-yl)boronic acid | HCID 2736209 | — |
| Katalysator | palladium(II) acetate | HCID 167845 | — |
| Lösungsmittel | 1-Propanol | HCID 1031 | — |
| Produkt | 2,4-Dimethoxy-5-pyrazin-2-yl-pyrimidine | HCID 58994206 | 45,4% |
Reaktionsschritte
2,4-Dimethoxy-pyrimidine-5-boronic acid (1.33 g, 7.27 mmol) was dissolved in degassed n-PrOH (20 ml) and then 2-iodo-pyrazine (1.0 g, 4.85 mmol), Na2CO3 (1.02 g, 9.70 mmol), PPh3 (127 mg, 0.48 mmol) and Pd(OAc)2 (54 mg) were added. The suspension was stirred at reflux for 4 hours. The solvent was evaporated under vacuum and the crude was partitioned between water and DCM. The organic phase was dried (Na2SO4) and evaporated. The crude was purified by flash chromatography eluting with DCM-MeOH—NH4OH (99-1-0.1) to give 481 mg of the title compound (45% yield).
Herkunft & Nachweise
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patentnummer | US07727988B2 |
| Quelldatensatz | uspto-grants-2010_06 |
| ORD ID | ord-d9b136ad99c54c0f9e509de38773057c |
| Quellennotiz | uspto-grants-2010_06 |