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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

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktAmmonium ChlorideHCID 25517—
Edukt5-Nitro-1-(tetrahydro-2H-pyran-4-yl)-1H-pyrazolo[3,4-b]pyridineHCID 67236499—
KatalysatorIronHCID 23925—
LösungsmittelEthanol tetrahydrofuran waterHCID 18504229—
Produkt1-(Tetrahydro-pyran-4-yl)-1H-pyrazolo[3,4-b]pyridin-5-ylamineHCID 67237074108,8%

Reaktionsbedingungen

Temperatur100 °C

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

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS09073926B2
Quelldatensatzuspto-grants-2015_07
ORD IDord-8b093a8708c844c9b397cd58ede26bc6
Quellennotizuspto-grants-2015_07