HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 59152Erstellt: 23. Oktober 2026
Cesium carbonate → N4-Isopropyl-N2-(3-methoxy-4-(6-methylpyridazin-4-yl)phenyl)-6-((2,2,2-trifluoroethoxy)-methyl)pyrimidine-2,4-diamine
https://huagongshe.com/de/reaction/59152
Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
|---|
| Edukt | Cesium carbonate | HCID 10796 | — |
| Edukt | 2-(Dicyclohexylphosphino)biphenyl | HCID 2734216 | — |
| Edukt | 3-Methoxy-4-(6-methylpyridazin-4-yl)aniline | HCID 66859066 | — |
| Edukt | 2-Chloro-N-isopropyl-6-((2,2,2-trifluoroethoxy)methyl)pyrimidin-4-amine | HCID 117821089 | — |
| Katalysator | palladium(II) acetate | HCID 167845 | — |
| Lösungsmittel | 1,4-Dioxane | HCID 31275 | — |
| Produkt | N4-Isopropyl-N2-(3-methoxy-4-(6-methylpyridazin-4-yl)phenyl)-6-((2,2,2-trifluoroethoxy)-methyl)pyrimidine-2,4-diamine | HCID 86344802 | 49,4% |
Reaktionsschritte
A mixture of 2-chloro-N-isopropyl-6-((2,2,2-trifluoroethoxy)methyl)pyrimidin-4-amine (41 mg, 0.14 mmol), 3-methoxy-4-(6-methylpyridazin-4-yl)aniline (31 mg, 0.14 mmol), cesium carbonate (94 mg, 0.29 mmol), palladium(II) acetate (5 mg, 0.02 mmol) and 2-(dicyclohexyl-phosphino)biphenyl (8 mg, 0.02 mmol) in dioxane (2 mL) was heated under argon at 120° C. for 90 minutes in a microwave reactor. The mixture was filtered through a short silica gel plug which was washed with 10% solution of methanol in ethyl acetate. The eluate was concentrated in vacuum and the residue was purified by preparative HPLC to give the title compound 32 mg (48%).
Herkunft & Nachweise
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patentnummer | US09439904B2 |
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| Quelldatensatz | uspto-grants-2016_09 |
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| ORD ID | ord-3d4291e07d3442a8aa6d07ea9fd6ff84 |
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| Quellennotiz | uspto-grants-2016_09 |
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