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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 226405Erstellt: 26. Oktober 2026

Potassium Carbonate → tert-butyl (3R)-3-({5-[(1E)-3-methoxy-3-oxo-1-propen-1-yl]-2-pyrazinyl}amino)-1-pyrrolidinecarboxylate

https://huagongshe.com/reaction/226405

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktPotassium CarbonateHCID 11430—
Edukt(R)-(+)-1-Boc-3-aminopyrrolidineHCID 854070—
EduktHCID 86603715HCID 86603715—
Lösungsmittel1,3-Dimethyl-2-imidazolidinoneHCID 6661—
Produkttert-butyl (3R)-3-({5-[(1E)-3-methoxy-3-oxo-1-propen-1-yl]-2-pyrazinyl}amino)-1-pyrrolidinecarboxylateHCID 6712878169,9%

Reaktionsbedingungen

Temperatur120 °C

Reaktionsschritte

To a solution of methyl (2E)-3-(5-chloro-2-pyrazinyl)acrylate (680 mg) in DMI (1.4 mL) was added tert-butyl (3R)-3-amino-1-pyrrolidinecarboxylate (957 mg) and K2CO3 (1.42 g), which was stirred at 120° C. for 2 hours. The reaction mixture was filtered and evaporated in vacuo. To the residue was added H2O, which was extracted with ethyl acetate. The organic layer was washed with brine, dried over Na2SO4, filtered, and evaporated in vacuo. The residue was purified by column chromatography on silica gel to give tert-butyl (3R)-3-({5-[(1E)-3-methoxy-3-oxo-1-propen-1-yl]-2-pyrazinyl}amino)-1-pyrrolidinecarboxylate (834 mg) as a off-white powder.

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS07557127B2
Quelldatensatzuspto-grants-2009_07
ORD IDord-3b7ea266f9fa4cc3aa635ef9a9c1b10c
Quellennotizuspto-grants-2009_07