反応 #1750899

反応方程式

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

methyl 3-hydroxybenzoate

potassium carbonate

→

methyl 3-({2-[(cyclopropylcarbonyl)amino]imidazo[1,2-b]pyridazin-6-yl}oxy)benzoate

収率 41.0%

溶媒

N,N-dimethylformamide

反応条件

後処理

1. 1
   その他The solvent was evaporated under reduced pressure, ethyl acetate, tetrahydrofuran and water
2. 2
   workup.ADDITIONwere added to the residue
3. 3
   抽出the aqueous layer was extracted three times with ethyl acetate/tetrahydrofuran
4. 4
   洗浄Combined organic layer was washed with saturated brine
5. 5
   乾燥dried over anhydrous sodium sulfate
6. 6
   ろ過filtrated
7. 7
   その他The solvent was evaporated under reduced pressure
8. 8
   その他the residue was purified by silica gel column chromatography (ethyl acetate/hexane=20/80→85/15)

実験手順

A mixture of N-(6-iodoimidazo[1,2-b]pyridazin-2-yl)cyclopropanecarboxamide (518 mg, 1.58 mmol), methyl 3-hydroxybenzoate (360 mg, 2.37 mmol), potassium carbonate (654 mg, 4.73 mmol) and N,N-dimethylformamide (4.0 mL) was stirred at 110° C. for 2 days. The solvent was evaporated under reduced pressure, ethyl acetate, tetrahydrofuran and water were added to the residue, and the aqueous layer was extracted three times with ethyl acetate/tetrahydrofuran. Combined organic layer was washed with saturated brine, dried over anhydrous sodium sulfate, and filtrated. The solvent was evaporated under reduced pressure, and the residue was purified by silica gel column chromatography (ethyl acetate/hexane=20/80→85/15) to give methyl 3-({2-[(cyclopropylcarbonyl)amino]imidazo[1,2-b]pyridazin-6-yl}oxy)benzoate (225 mg, 41%) as a white powder.

出典