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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 353804Erstellt: 26. Oktober 2026

5-Amino-1-methyl-1H-pyrazole-4-carbonitrile → 4-amino-5-(1H-benzo[d]imidazol-2-yl)-1-methyl-1H-pyrazolo[3,4-b]pyridin-6(7H)-one

https://huagongshe.com/reaction/353804

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
Edukt5-Amino-1-methyl-1H-pyrazole-4-carbonitrileHCID 219740—
Eduktethyl 2-(1H-1,3-benzodiazol-2-yl)acetateHCID 308071—
EduktLithium HexamethyldisilazideHCID 2733832—
LösungsmittelTetrahydrofuranHCID 8028—
Produkt4-amino-5-(1H-benzo[d]imidazol-2-yl)-1-methyl-1H-pyrazolo[3,4-b]pyridin-6(7H)-oneHCID 135496141—

Reaktionsschritte

5-Amino-1-methyl-1H-pyrazole-4-carbonitrile (1.0 eq) and ethyl 1H-benzimidazol-2-ylacetate (1.0 eq) were dissolved in THF and dried over sieves. LiHMDS (3 eq) was added dropwise and the mixture stirred for 18 hours. The mixture was filtered and diluted with EtOAc, then washed with an aqueous saturated NH4Cl solution. The aqueous layer was washed with EtOAc (3×), and the organic layers combined, dried over MgSO4, and concentrated yielding pure product. LC/MS m/z 281.0 (MH+), Rt 1.41 minutes.

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS06756383B2
Quelldatensatzuspto-grants-2004_06
ORD IDord-1c679456dc4d4e8aaad9c958ecf5ab34
Quellennotizuspto-grants-2004_06