HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
Sodium Carbonate → 2,4-Dimethoxy-5-(6-methyl-pyridin-3-yl)-pyrimidine
Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
|---|---|---|---|
| Edukt | Sodium Carbonate | HCID 10340 | — |
| Edukt | Triphenylphosphine | HCID 11776 | — |
| Edukt | 5-Bromo-2-methylpyridine | HCID 1201020 | — |
| 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-(6-methyl-pyridin-3-yl)-pyrimidine | HCID 58994167 | 62% |
Reaktionsschritte
2,4-Dimethoxy-pyrimidine-5-boronic acid (commercially available from Aldrich, 830 mg, 4.5 mmol) was dissolved in degassed n-PrOH (10 mL) and then 3-bromo-6-methylpyridine (600 mg, 3.5 mmol), Na2CO3 (956 mg, 9 mmol), PPh3 (90 mg, 0.35 mmol) and Pd(OAc)2 (78 mg, 0.35 mmol) were added. The suspension was stirred at reflux for 1.5 hours. The solvent was evaporated under vacuum and the crude was partitioned between water and ethyl acetate. The organic phase was dried (Na2SO4) and evaporated. The crude was purified by SCX cartridge washing with MeOH and then collecting the product with MeOH—NH4OH (95-5) to give 500 mg of the title compound (62% yield).
Herkunft & Nachweise
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patentnummer | US07727988B2 |
| Quelldatensatz | uspto-grants-2010_06 |
| ORD ID | ord-467f17a6508d4a118f67db9676324ab1 |
| Quellennotiz | uspto-grants-2010_06 |