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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 1817240Erstellt: 24. Oktober 2026

Tetrahydrofuran → N-(4-Chloro-2-cyanophenyl)-2-(5-morpholin-4ylbenzimidazol-2-yl)acetamide

https://huagongshe.com/de/reaction/1817240

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktTetrahydrofuranHCID 8028—
Edukt2-Amino-5-chlorobenzonitrileHCID 80019—
EduktLithium HexamethyldisilazideHCID 2733832—
EduktEthyl 2-[5-(2-morpholin-4-ylethoxy)benzimidazol-2-yl]acetateHCID 12988786—
ProduktN-(4-Chloro-2-cyanophenyl)-2-(5-morpholin-4ylbenzimidazol-2-yl)acetamideHCID 22664809—

Reaktionsbedingungen

Temperatur23 °C

Reaktionsschritte

LiHMDS (2.5 eq) was added to ethyl 2-[5-(2-morpholin-4-ylethoxy)benzimidazol-2-yl]acetate (1.0 eq) in THF at −78° C. After 1 hour, 2-amino-5-chlorobenzenecarbonitrile (0.82 eq) in THF was added. The reaction was allowed to warm to 23° C. and stirred overnight. The resulting mixture was quenched with NH4Cl (aqueous saturated solution) and extracted with EtOAc. The combined organic layers were 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 give the desired product. LC/MS m/z 396.1 (MH+), Rt 1.79 minutes.

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS07598268B2
Quelldatensatzuspto-grants-2009_10
ORD IDord-370d332a002f4893a3db64e31faf43dc
Quellennotizuspto-grants-2009_10