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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 1667964Erstellt: 25. Oktober 2026

2,5-Dimethyl-2H-pyrazole-3-carbonyl chloride → N-[3-({2-[(N,N-dimethylglycyl)amino]imidazo[1,2-b]pyridazin-6-yl}oxy)phenyl]-1,3-dimethyl-1H-pyrazole-5-carboxamide

https://huagongshe.com/reaction/1667964

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
Edukt2,5-Dimethyl-2H-pyrazole-3-carbonyl chlorideHCID 2736299—
EduktN-[6-(3-aminophenoxy)imidazo[1,2-b]pyridazin-2-yl]-N2,N2-dimethylglycinamideHCID 57708553—
LösungsmittelN-methyl-2-pyrrolidoneHCID 13387—
LösungsmittelSodium HydroxideHCID 14798—
ProduktN-[3-({2-[(N,N-dimethylglycyl)amino]imidazo[1,2-b]pyridazin-6-yl}oxy)phenyl]-1,3-dimethyl-1H-pyrazole-5-carboxamideHCID 2476798049%

Reaktionsschritte

To a solution of N-[6-(3-aminophenoxy)imidazo[1,2-b]pyridazin-2-yl]-N2,N2-dimethylglycinamide (196 mg, 0.6 mmol) in N-methylpyrrolidone (5.0 mL) was added 1,3-dimethylpyrazole-5-carbonyl chloride (270 mg, 1.7 mmol), and the mixture was stirred at room temperature for 5 hr. The reaction mixture was diluted with 1N aqueous sodium hydroxide solution, and extracted with ethyl acetate. The organic layer was concentrated under reduced pressure, and the residue was purified by silica gel column chromatography (ethyl acetate/methanol=100/0→460/40) and precipitated from ethyl acetate to give the title compound (131 mg, 49%) as a white powder. melting point 210° C.

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS08044049B2
Quelldatensatzuspto-grants-2011_10
ORD IDord-f148a40e7f6244afb1fbfb9908bc9464
Quellennotizuspto-grants-2011_10