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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 897982Erstellt: 23. Oktober 2026

4-Nitropyridine N-oxide → 4-(4-amino-3-iodo-1H-pyrazolo[3,4-d]pyrimidin-1-yl)-1-pyridiniumolate

https://huagongshe.com/de/reaction/897982

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
Edukt4-Nitropyridine N-oxideHCID 14300—
EduktSodium hydrideHCID 24758—
EduktHCID 178508725HCID 178508725—
LösungsmittelDimethylformamideHCID 6228—
Produkt4-(4-amino-3-iodo-1H-pyrazolo[3,4-d]pyrimidin-1-yl)-1-pyridiniumolateHCID 2234725257,9%

Reaktionsbedingungen

Temperatur100 °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

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS06921763B2
Quelldatensatzuspto-grants-2005_07
ORD IDord-a6c722ce009c47f88d6a112799ee473b
Quellennotizuspto-grants-2005_07