HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 58178Erstellt: 25. Oktober 2026
Cesium carbonate → HCID 178496132, Verbindung
https://huagongshe.com/reaction/58178
Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
|---|
| Edukt | Cesium carbonate | HCID 10796 | — |
| Edukt | 6-chloro-N-methylpyrimidin-4-amine | HCID 309479 | — |
| Edukt | 1,1'-(9,9-Dimethyl-9H-xanthene-4,5-diyl)bis(1,1-diphenylphosphine) | HCID 636044 | — |
| Edukt | 4-(2-Methoxyethoxy)-2-nitroaniline | HCID 20478764 | — |
| Katalysator | Bis(dibenzylideneacetone)palladium | HCID 9811564 | — |
| Lösungsmittel | Methanol | HCID 887 | — |
| Lösungsmittel | Toluene | HCID 1140 | — |
| Lösungsmittel | Dichloromethane | HCID 6344 | — |
| Produkt | HCID 178496132 | HCID 178496132 | 102,3% |
Reaktionsschritte
4-(2-methoxyethoxy)-2-nitroaniline (0.6 g, 2.830 mmol) and 6-chloro-N-methylpyrimidin-4-amine (0.404 g, 2.830 mmol) were taken in 10 mL of dry toluene in a seal tube under Argon atmosphere at room temperature. The Argon gas purging was continued for additional 5-10 min. Then Cs2CO3 (2.3 g, 7.075 mmol, 2.5 eq) and Xantphos (0.490 g, 0.849 mmol) were added and the resulting reaction mixture was purged with argon gas for 5 min, followed by Pd2(dba)3 (0.518 g, 0.566 mmol) was added. The argon gas purging was continued for additional 5 min before sealing the reaction vial. Then the reaction mixture was heated at 100° C. for 7 h. After completion of the reaction by TLC (DCM:MeOH, 98:2), reaction mass was filtered through celite and the filtrate was evaporated under vacuum to get a crude residue. The crude residue was purified by column chromatography on silica gel to afford the title compound (0.93 g, yield: 70%); MS (ESI): 320.3 [M+H]+.
Herkunft & Nachweise
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patentnummer | US09434697B2 |
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| Quelldatensatz | uspto-grants-2016_09 |
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| ORD ID | ord-10b134b340de4155a22735b085ebb7f5 |
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| Quellennotiz | uspto-grants-2016_09 |
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