HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 58130Erstellt: 24. Oktober 2026
2-Nitroaniline → N-(2-Nitro-phenyl)-N'-pyridin-3-ylmethyl-pyrimidine-4,6-diamine
https://huagongshe.com/de/reaction/58130
Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
|---|
| Edukt | 2-Nitroaniline | HCID 6946 | — |
| Edukt | Cesium carbonate | HCID 10796 | — |
| Edukt | 1,1'-(9,9-Dimethyl-9H-xanthene-4,5-diyl)bis(1,1-diphenylphosphine) | HCID 636044 | — |
| Edukt | 6-Chloro-N-(3-pyridinylmethyl)-4-pyrimidinamine | HCID 53410280 | — |
| Katalysator | Bis(dibenzylideneacetone)palladium | HCID 9811564 | — |
| Lösungsmittel | Toluene | HCID 1140 | — |
| Produkt | N-(2-Nitro-phenyl)-N'-pyridin-3-ylmethyl-pyrimidine-4,6-diamine | HCID 118024538 | 34,2% |
Reaktionsschritte
A degassed mixture of (6-chloro-pyrimidin-4-yl)-pyridin-3-ylmethyl-amine (300 g, 1.36 mmol), 2-nitro-phenylamine (188 g, 1.36 mmol), Pd2(dba)3 (128 g, 0.14 mmol), Xantphos (161 g, 0.28 mmol) and Cs2CO3 (913 g, 2.8 mmol) in toluene (10 mL) was heated at 100° C. for 4 hours. The reaction was concentrated, and the residue was purified by flash chromatography on silica to obtain the title compound (150 mg, yield: 34%). MS (ESI): 323 [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-45ef8b5d42ca4fddb9c93ddaed8e35ba |
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| Quellennotiz | uspto-grants-2016_09 |
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