HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 28651Erstellt: 23. Oktober 2026
Potassium Iodide → 6-[5-Bromo-2-(4-chloro-benzyloxy)-phenyl]-N*4*-(4-chloro-phenyl)-pyrimidine-2,4-diamine
https://huagongshe.com/de/reaction/28651
Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
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| Edukt | Potassium Iodide | HCID 4875 | — |
| Edukt | 1-Chloro-4-(chloromethyl)benzene | HCID 7723 | — |
| Edukt | Cesium carbonate | HCID 10796 | — |
| Edukt | 2-[2-Amino-6-(4-chloro-phenylamino)-pyrimidin-4-yl]-4-bromo-phenol | HCID 135436655 | — |
| Lösungsmittel | Acetonitrile | HCID 6342 | — |
| Produkt | 6-[5-Bromo-2-(4-chloro-benzyloxy)-phenyl]-N*4*-(4-chloro-phenyl)-pyrimidine-2,4-diamine | HCID 42607106 | 26% |
Reaktionsschritte
To a stirred suspension of 2-[2-amino-6-(4-chloro-phenylamino) pyrimidin-4-yl]-4-bromo-phenol (0.059 g, 0.15 mmol), 4-chloro-benzylchloride (0.073 g, 0.45 mmol) and cesium carbonate (0.098 g, 0.30 mmol) in acetonitrile (10 ml) was added potassium iodide (40 mg). The mixture was stirred at 80° C. for 2 hours. Filtration and concentration of the filtrate provided a crude product which was purified by preparative TLC eluting with ethyl acetate-hexane (1:3) to provide the title compound (0.02 g, 26% yield). 1H NMR (CD3OD) δ 5.23 (s, 1H, CH2), 6.41 (s, 1H, Ar), 7.26 (d, 1H, J=9.6 Hz, Ar), 7.38-7.42 (m, 6H, Ar), 7.71-7.74 (m, 4H, Ar).
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-6475023d259c4c3c9410459e0ac6a9c4 |
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| Quellennotiz | uspto-grants-2008_09 |
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