HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 28569Erstellt: 23. Oktober 2026
Sodium Carbonate → 4-Chloro-6-(5-chloro-2-ethoxy-phenyl)-pyrimidin-2-ylamine
https://huagongshe.com/de/reaction/28569
Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
|---|
| Edukt | Sodium Carbonate | HCID 10340 | — |
| Edukt | Triphenylphosphine | HCID 11776 | — |
| Edukt | 2-Amino-4,6-dichloropyrimidine | HCID 65522 | — |
| Edukt | 5-Chloro-2-ethoxyphenylboronic acid | HCID 3700836 | — |
| Katalysator | palladium(II) acetate | HCID 167845 | — |
| Lösungsmittel | Acetone | HCID 180 | — |
| Lösungsmittel | Water | HCID 962 | — |
| Lösungsmittel | 1,2-Dimethoxyethane | HCID 8071 | — |
| Produkt | 4-Chloro-6-(5-chloro-2-ethoxy-phenyl)-pyrimidin-2-ylamine | HCID 86004325 | 73,3% |
Reaktionsschritte
To a mixture of 4,6-dichloro-pyrimidin-2-ylamine (0.50 g, 3.0 mmol), 5-chloro-2-ethoxy-phenyl boronic acid (0.61 g, 3.0 mmol), palladium (II) acetate (0.10 g, 0.46 mmol), and triphenylphosphine (0.24 g, 0.91 mmol) was added a solution of sodium carbonate (1.6 g, 15.2 mmol) in water (5 ml) followed by glyme (20 ml). The mixture was stirred under an argon atmosphere at room temperature for 3.5 hours. Acetone (20 ml) was added and the mixture was filtered through a pad of celite under suction. The filtrated was concentrated under reduced pressure and the residue was purified by flash chromatography on silica gel eluting with 15% ethyl acetate-hexane followed by 20% ethyl acetate-hexane to provide 4-chloro-6-(5-chloro-2-ethoxy-phenyl)-pyrimidin-2-ylamine (0.625 g, 73% yield) as a white powder.
Herkunft & Nachweise
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patentnummer | US07419984B2 |
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| Quelldatensatz | uspto-grants-2008_09 |
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| ORD ID | ord-582a73f2ba0f47c68b8c414e243374b1 |
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| Quellennotiz | uspto-grants-2008_09 |
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