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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 402939Erstellt: 24. Oktober 2026

Bicyclo[2.2.1]heptane-1-methanesulfonic acid, 7,7-dimethyl-2-oxo-, (1S)- → [4-(6-Bromo-imidazo[1,2-a]pyrazin-8-ylamino)-phenyl]-morpholin-4-yl-methanone

https://huagongshe.com/de/reaction/402939

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktBicyclo[2.2.1]heptane-1-methanesulfonic acid, 7,7-dimethyl-2-oxo-, (1S)-HCID 18462—
Edukt4-(Morpholine-4-carbonyl)anilineHCID 577815—
Edukt6,8-Dibromoimidazo[1,2-a]pyrazineHCID 15025843—
LösungsmittelIsopropanolHCID 3776—
Produkt[4-(6-Bromo-imidazo[1,2-a]pyrazin-8-ylamino)-phenyl]-morpholin-4-yl-methanoneHCID 5975472269,1%

Reaktionsschritte

A solution of 6,8-dibromoimidazo[1,2-a]pyrazine (500 mg, 1.8 mmol), (4-aminophenyl)(morpholino)-methanone (408 mg, 1.98 mmol) and CSA (356 mg, 1.53 mmol) in iPrOH (30 mL) was stirred at 90° C. overnight. The solvent was evaporated. The residue was dissolved in DCM (30 mL). A NaHCO3 solution (10 mL) was added to adjust to pH=8. The organic layer was separated and dried over Na2SO4. The drying agent was removed by filtration and the resultant solution was concentrated in vacuo. The residue was purified through a silica-gel column (ethyl acetate:petroleum ether=1:1) to give the desired product as a yellow solid (500 mg, 69% yield).

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS08742098B2
Quelldatensatzuspto-grants-2014_06
ORD IDord-c6840eee566d4e19b0a32f6307d415b6
Quellennotizuspto-grants-2014_06