HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 1521735Erstellt: 25. Oktober 2026
Ammonium Chloride → 1-(Tetrahydro-pyran-4-yl)-1H-pyrazolo[3,4-b]pyridin-5-ylamine
https://huagongshe.com/reaction/1521735
Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
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| Edukt | Ammonium Chloride | HCID 25517 | — |
| Edukt | 5-Nitro-1-(tetrahydro-2H-pyran-4-yl)-1H-pyrazolo[3,4-b]pyridine | HCID 67236499 | — |
| Katalysator | Iron | HCID 23925 | — |
| Lösungsmittel | Ethanol tetrahydrofuran water | HCID 18504229 | — |
| Produkt | 1-(Tetrahydro-pyran-4-yl)-1H-pyrazolo[3,4-b]pyridin-5-ylamine | HCID 67237074 | 108,8% |
Reaktionsschritte
Iron (2.41 g, 42.3 mmol) and ammonium chloride (2.58 g, 48.4 mmol) are added to a solution of 5-nitro-1-(tetrahydro-2H-pyran-4-yl)-1H-pyrazolo[3,4-b]pyridine (3 g, 12 mmol) in ethanol/THF/H2O (4:2:1, 35 mL). The mixture is heated at 100° C. for 2 h. The iron is removed by filtration through pad of Celite® and the filtrate was evaporated under reduced pressure. The residue is purified by flash column chromatography using a gradient of 70% ethyl acetate/petroleum ether to afford the title compound as an off-white solid (2.85 g, 93%).
Herkunft & Nachweise
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patentnummer | US09073926B2 |
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| Quelldatensatz | uspto-grants-2015_07 |
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| ORD ID | ord-8b093a8708c844c9b397cd58ede26bc6 |
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| Quellennotiz | uspto-grants-2015_07 |
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