HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 299Erstellt: 24. Oktober 2026
2-Methoxy-5-nitroaniline → 5-chloro-4-(1H-indol-3-yl)-N-(2-methoxy-5-nitrophenyl)pyrimidin-2-amine
https://huagongshe.com/de/reaction/299
Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
|---|
| Edukt | 2-Methoxy-5-nitroaniline | HCID 7447 | — |
| Edukt | 3-(2,5-Dichloropyrimidin-4-yl)-1H-indole | HCID 56655376 | — |
| Reagenz | Cesium carbonate | HCID 10796 | — |
| Katalysator | 1,1'-(9,9-Dimethyl-9H-xanthene-4,5-diyl)bis(1,1-diphenylphosphine) | HCID 636044 | — |
| Katalysator | Palladium (II) acetate | HCID 4144353 | — |
| Lösungsmittel | 1,4-Dioxane | HCID 31275 | — |
| Produkt | 5-chloro-4-(1H-indol-3-yl)-N-(2-methoxy-5-nitrophenyl)pyrimidin-2-amine | HCID 73292546 | 0% |
Reaktionsschritte
To a stirred solution of 3-(2,5-dichloropyrimidin-4-yl)-1H-indole (100 mg, 0.38 mmol) in dioxane (10 mL) was added 2-methoxy-5-nitroaniline (63.7 mg, 0.38 mmol), cesium carbonate (247 mg, 0.76 mmol) and (9,9-dimethyl-9H-xanthene-4,5-diyl)bis(diphenylphosphine) (26.3 mg, 0.05 mmol). The resulting suspension was purged with nitrogen for 5 minutes. diacetoxypalladium (5.10 mg, 0.02 mmol) was added and the mixture was purged with nitrogen for a further 5 minutes, and then heated at 80 °C overnight. UPLC shows di-Cl SM almost completely consumed but no evidence of desired product. Reaction stopped
Herkunft & Nachweise
| Quelldatensatz | 750 AstraZeneca ELN dataset |
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| ORD ID | ord-95b63e9e9ac540bc8fc7f0ffbc5bc6a7 |
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| Quellennotiz | 750 AstraZeneca ELN dataset |
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