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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 353788Erstellt: 25. Oktober 2026

ethyl 2-(1H-1,3-benzodiazol-2-yl)acetate → 2-Benzimidazol-2-yl-N-(4-cyano(3-pyridyl))acetamide

https://huagongshe.com/reaction/353788

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
Eduktethyl 2-(1H-1,3-benzodiazol-2-yl)acetateHCID 308071—
EduktLithium HexamethyldisilazideHCID 2733832—
Edukt3-Aminopyridine-4-carbonitrileHCID 10678219—
LösungsmittelTetrahydrofuranHCID 8028—
Produkt2-Benzimidazol-2-yl-N-(4-cyano(3-pyridyl))acetamideHCID 12988782—

Reaktionsschritte

LiHMDS (2.5 eq) was added to ethyl 2-benzimidazol-2-ylacetate (1.0 eq) in THF at −78° C. After 1 hour, 3-amino-4-cyanopyridine (0.8 eq) in THF was added. The resulting mixture was allowed to warm to room temperature overnight. The mixture was quenched with NH4Cl (aqueous saturated solution) and extracted with EtOAc. The organic layer washed with H2O and brine, dried over Na2SO4, filtered, and concentrated in vacuo to yield a brown solid. The crude material was purified by silica gel chromatography (5:1 EtOAc:hexane) to yield the desired product. LC/MS m/z 278.3 (MH+), Rt 1.88 minutes.

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS06756383B2
Quelldatensatzuspto-grants-2004_06
ORD IDord-9455d186cbdb4ac5ac118dea699b9656
Quellennotizuspto-grants-2004_06