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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 353802Erstellt: 25. Oktober 2026

ethyl 2-(1H-1,3-benzodiazol-2-yl)acetate → 4-Amino-5-(1H-benzimidazol-2-yl)thieno[2,3-b]pyridin-6(7H)-one

https://huagongshe.com/reaction/353802

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
Eduktethyl 2-(1H-1,3-benzodiazol-2-yl)acetateHCID 308071—
Edukt2-Aminothiophene-3-carbonitrileHCID 736607—
EduktLithium HexamethyldisilazideHCID 2733832—
LösungsmittelTetrahydrofuranHCID 8028—
Produkt4-Amino-5-(1H-benzimidazol-2-yl)thieno[2,3-b]pyridin-6(7H)-oneHCID 135839372—

Reaktionsschritte

LiHMDS (4.3 eq) was added to ethyl 1H-benzimidazol-2-ylacetate (1.1 eq) and 2-aminothiophene-3-carbonitrile (1.0 eq) in THF at 0° C. After 1 hour, the resulting mixture was warmed to room temperature and then stirred overnight. The mixture was quenched with an aqueous saturated NH4Cl solution and extracted with EtOAc. The organic layer was washed with H2O and brine, dried over Na2SO4, filtered, and concentrated in vacuo to yield a brown solid. LC/MS m/z 283.1 (MH+), Rt 1.88 minutes.

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS06756383B2
Quelldatensatzuspto-grants-2004_06
ORD IDord-783148e0d98243fbb8fbb1c354743431
Quellennotizuspto-grants-2004_06