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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 555680Erstellt: 25. Oktober 2026

Diisopropylethylamine → (2S)-1-[[N-(4-ethoxycarbonylbicyclo[2.2.2]oct-1-yl)amino]acetyl]pyrrolidine-2-carbonitrile

https://huagongshe.com/reaction/555680

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktDiisopropylethylamineHCID 81531—
Edukt(2S)-1-(2-bromoacetyl)pyrrolidine-2-carbonitrileHCID 11031276—
EduktEthyl 4-aminobicyclo[2.2.2]octane-1-carboxylateHCID 23149693—
LösungsmittelDimethylformamideHCID 6228—
Produkt(2S)-1-[[N-(4-ethoxycarbonylbicyclo[2.2.2]oct-1-yl)amino]acetyl]pyrrolidine-2-carbonitrileHCID 5938313151,6%

Reaktionsschritte

Ethyl 4-aminobicyclo[2.2.2]octane-1-carboxylate (115 mg) was dissolved in N,N-dimethylformamide (1.5 mL) and diisopropylethylamine (100 μL) was added to the solution. (2S)-1-(2-Bromoacetyl)pyrrolidine-2-carbonitrile (120 mg) in N,N-dimethylformamide (1 mL) was then added dropwise at room temperature. The mixture was stirred for 2 hours at room temperature and was concentrated under reduced pressure. The residue was purified by silica gel column chromatography (eluant:chloroform:methanol=10:1) to give (2S)-1-[[N-(4-ethoxycarbonylbicyclo[2.2.2]oct-1-yl)amino]acetyl]pyrrolidine-2-carbonitrile (95.1 mg).

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS08053465B2
Quelldatensatzuspto-grants-2011_11
ORD IDord-df5d7235011248d1a2dd7864f1328019
Quellennotizuspto-grants-2011_11