HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
Sodium Carbonate → 5-Bromo-4-chloro-6-(5-chloro-2-methoxy-phenyl)-pyrimidin-2ylamine
Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
|---|---|---|---|
| Edukt | Sodium Carbonate | HCID 10340 | — |
| Edukt | Triphenylphosphine | HCID 11776 | — |
| Edukt | 5-Bromo-4,6-dichloropyrimidin-2-amine | HCID 618288 | — |
| Edukt | 5-Chloro-2-methoxyphenylboronic acid | HCID 2735751 | — |
| Katalysator | palladium(II) acetate | HCID 167845 | — |
| Lösungsmittel | Water | HCID 962 | — |
| Lösungsmittel | 1,2-Dimethoxyethane | HCID 8071 | — |
| Produkt | 5-Bromo-4-chloro-6-(5-chloro-2-methoxy-phenyl)-pyrimidin-2ylamine | HCID 86004328 | 23% |
Reaktionsschritte
To a mixture of 2-amino-4,6-dichloro-5-bromo-pyrimidine (1.22 g, 5.0 mmol), 5-chloro-2-methoxy-phenyl boronic acid (1.03 g, 5.5 mmol), palladium (II) acetate (0.17 g, 0.75 mmol) and triphenylphosphine (0.393 g, 1.5 mmol) was added a solution of sodium carbonate (3.18 g, 30 mmol) in water (20 ml) followed by glyme (100 ml). The mixture was stirred under an argon atmosphere at room temperature for 72 hours. Filtration and concentration of the filtrate yielded a residue which was purified by flash chromatography on silica gel eluting with ethyl acetate-hexane (1:3) to provide 5-bromo-4-chloro-6-(5-chloro-2-methoxy-phenyl)-pyrimidin-2ylamine (0.40 g, 23% yield) as a beige powder.
Herkunft & Nachweise
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patentnummer | US07419984B2 |
| Quelldatensatz | uspto-grants-2008_09 |
| ORD ID | ord-c86dbcde57e04b758ca154d53436c453 |
| Quellennotiz | uspto-grants-2008_09 |