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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 1663811Erstellt: 25. Oktober 2026

Dimethylformamide → N-[6-(3-amino-4-bromophenoxy)imidazo[1,2-b]pyridazin-2-yl]cyclopropanecarboxamide

https://huagongshe.com/reaction/1663811

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktDimethylformamideHCID 6228—
EduktPotassium CarbonateHCID 11430—
Edukt3-Amino-4-bromophenolHCID 24721534—
EduktN-(6-iodoimidazo[1,2-b]pyridazin-2-yl)cyclopropanecarboxamideHCID 57386058—
LösungsmittelWaterHCID 962—
ProduktN-[6-(3-amino-4-bromophenoxy)imidazo[1,2-b]pyridazin-2-yl]cyclopropanecarboxamideHCID 5750545548%

Reaktionsbedingungen

Temperatur110 °C

Reaktionsschritte

A mixture of N-(6-iodoimidazo[1,2-b]pyridazin-2-yl)cyclopropanecarboxamide (3.28 g, 10 mmol), 3-amino-4-bromophenol (2.82 g, 15 mmol), potassium carbonate (2.76 g, 20 mmol) and N,N-dimethylformamide (20 mL) was stirred at 110° C. for 24 hr, then at 150° C. for 24 hr. The reaction mixture was diluted with water and extracted with a mixed solvent of ethyl acetate/tetrahydrofuran (1:1). The organic layer was concentrated under reduced pressure, and the residue was purified by silica gel column chromatography (hexane/ethyl acetate=50/50→40/100) and recrystallized from ethyl acetate to give the title compound (1.85 g, yield 48%) as a pale-yellow solid.

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS08034812B2
Quelldatensatzuspto-grants-2011_10
ORD IDord-50f75cf71a4a42a19c6cbd855cd4f3af
Quellennotizuspto-grants-2011_10