HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
4-Nitropyridine N-oxide → 4-(4-amino-3-iodo-1H-pyrazolo[3,4-d]pyrimidin-1-yl)-1-pyridiniumolate
Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
|---|---|---|---|
| Edukt | 4-Nitropyridine N-oxide | HCID 14300 | — |
| Edukt | Sodium hydride | HCID 24758 | — |
| Edukt | HCID 178508725 | HCID 178508725 | — |
| Lösungsmittel | Dimethylformamide | HCID 6228 | — |
| Produkt | 4-(4-amino-3-iodo-1H-pyrazolo[3,4-d]pyrimidin-1-yl)-1-pyridiniumolate | HCID 22347252 | 57,9% |
Reaktionsbedingungen
| Temperatur | 100 °C |
|---|
Reaktionsschritte
A solution of 3-iodo-1H-pyrazolo[3,4-d]pyrimidin-4-amine (5.00 g, 0.019 mol) in N,N-dimethylformamide (50 mL) was reacted with 60% sodium hydride in oil (0.92 g, 0.023 mol) at ambient temperature. The mixture was stirred for 15 minutes, and 4-nitropyridine-N-oxide (5.37 g, 0.038 mol) was added. The mixture was heated at 100° C. for 18 hours. The precipitate which formed was filtered, washing with N,N-dimethylformamide and ethyl acetate to give 4-(4-amino-3-iodo-1H-pyrazolo[3,4-d]pyrimidin-1-yl)-1-pyridiniumolate (3.79 g, 0.011 mol) as a tan solid:
Herkunft & Nachweise
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patentnummer | US06921763B2 |
| Quelldatensatz | uspto-grants-2005_07 |
| ORD ID | ord-a6c722ce009c47f88d6a112799ee473b |
| Quellennotiz | uspto-grants-2005_07 |