반응 #1755345

반응 방정식

N-(6-iodoimidazo[1,2-b]pyridazin-2-yl)cyclopropanecarboxamide

3-amino-2-chloro-6-methylphenol

potassium carbonate

→

title compound

수율 64.1%

N-[6-(3-amino-2-chloro-6-methylphenoxy)imidazo[1,2-b]pyridazin-2-yl]cyclopropanecarboxamide

수율 64.1%

용매

N,N-dimethylformamide

water

반응 조건

후처리

1. 1
   온도After cooling the mixture to room temperature
2. 2
   추출extracted with ethyl acetate
3. 3
   세척The organic layer was washed with 5% aqueous sodium hydrogencarbonate solution and saturated brine
4. 4
   건조dried over anhydrous sodium sulfate
5. 5
   여과filtrated
6. 6
   기타The solvent was evaporated under reduced pressure
7. 7
   기타the residue was purified by NH silica gel column chromatography (ethyl acetate/hexane=50/50→80/20)
8. 8
   기타precipitated from methanol/diisopropyl ether

실험 절차

To a solution of N-(6-iodoimidazo[1,2-b]pyridazin-2-yl)cyclopropanecarboxamide (2.0 g, 6.1 mmol) in N,N-dimethylformamide (20 mL) were added 3-amino-2-chloro-6-methylphenol (1.9 g, 12 mmol) and potassium carbonate (2.1 g, 15 mmol), and the mixture was stirred at 140° C. for 12 hr. After cooling the mixture to room temperature, the mixture was diluted with water and extracted with ethyl acetate. The organic layer was washed with 5% aqueous sodium hydrogencarbonate solution and saturated brine, dried over anhydrous sodium sulfate, and filtrated. The solvent was evaporated under reduced pressure, and the residue was purified by NH silica gel column chromatography (ethyl acetate/hexane=50/50→80/20) and precipitated from methanol/diisopropyl ether to give the title compound (1.4 g, 64%) as a pale-yellow powder.

출처