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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 1664483Erstellt: 24. Oktober 2026

Ethanol → 6-(Cyclohexylmethyl)-1-cyclopentyl-1,5-dihydro-4H-pyrazolo[3,4-d]pyrimidin-4-one

https://huagongshe.com/de/reaction/1664483

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktEthanolHCID 702—
EduktSodium hydrideHCID 24758—
EduktCyclohexaneacetic acid, methyl esterHCID 139743—
Edukt5-amino-1-cyclopentyl-1H-pyrazole-4-carboxamideHCID 11701191—
LösungsmittelWaterHCID 962—
Produkt6-(Cyclohexylmethyl)-1-cyclopentyl-1,5-dihydro-4H-pyrazolo[3,4-d]pyrimidin-4-oneHCID 135407177—

Reaktionsschritte

Under argon, 75 mg (0.39 mmol) of 5-amino-1-cyclopentyl-1H-pyrazole-4-carbox-amide and 183 mg (1.16 mmol, 3 equiv.) of methyl cyclohexylacetate are introduced into 1.5 ml of absolute ethanol. At 0° C., 54 mg of sodium hydride (60% dispersion in mineral oil; 1.35 mmol, 3.5 equiv.) are slowly added in a countercurrent of argon. The resulting mixture is slowly heated and stirred under reflux for 18 h. For workup, 20 ml of water are added, and the mixture is extracted several times with ethyl acetate. The combined organic phases are dried over sodium sulfate and concentrated in vacuo. The crude product is purified by preparative HPLC.

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS08039477B2
Quelldatensatzuspto-grants-2011_10
ORD IDord-c3fc4ad2fdd040049ef1556a479e5504
Quellennotizuspto-grants-2011_10