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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 1080187Erstellt: 26. Oktober 2026

tert-butyl N-(pyrrolidin-3-yl)carbamate → 8-(3-Amino-1-pyrrolidinyl)-4H-quinolizin-4-one-3-carboxylic acid hydrochloride

https://huagongshe.com/reaction/1080187

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
Edukttert-butyl N-(pyrrolidin-3-yl)carbamateHCID 2757234—
EduktEthyl 8-chloro-4-oxo-4H-quinolizine-3-carboxylateHCID 3314858—
LösungsmittelPyridineHCID 1049—
Produkt8-(3-Amino-1-pyrrolidinyl)-4H-quinolizin-4-one-3-carboxylic acid hydrochlorideHCID 8825269872,3%

Reaktionsbedingungen

Temperatur70 °C

Reaktionsschritte

Ethyl 8-chloro-4H-quinolizin-4-one-3-carboxylate (1.0 g, 3.97 mmol), from Step 3, was dissolved in 20 mL of dry pyridine under a nitrogen atmosphere. To the resultant solution was added a solution of 1.85 g (9.92 mmol) of 3-(N-t-butoxycarbonylamino)pyrrolidine in 5 mL of dry pyridine and the reaction mixture was heated at 70° C. for 4.5 hours. The reaction mixture was then concentrated in vacuo in order to remove all of the pyridine. The dry residue (3.124 g) was purified by chromatography on silica gel eluted with 2% methanol in methylene chloride to afford 0.889 g (56% yield) of the title compound.

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS05580872
Quelldatensatzuspto-grants-1996_12
ORD IDord-bab6c35b24144a70a953b2dbbdcb5bf7
Quellennotizuspto-grants-1996_12