反応 #9301

反応方程式

sodium hydroxide

sodium triacetoxyborohydride

2-ethyl-4-methoxy-7-(2-methoxy-4,6-dimethylphenyl)pyrazolo[1,5-a]pyridin-3-amine

3-pentanone

→

title compound

N-[2-Ethyl-4-methoxy-7-(2-methoxy-4,6-dimethylphenyl)pyrazolo[1,5-a]pyridin-3-yl]-N-(1-ethylpropyl)amine

溶媒

acetic acid

反応条件

後処理

1. 1
   温度while cooling on ice
2. 2
   抽出extraction
3. 3
   洗浄the organic layer was washed with saturated aqueous sodium hydrogencarbonate and brine
4. 4
   乾燥dried over magnesium sulfate
5. 5
   workup.DISTILLATIONthe solvent was distilled off under reduced pressure

実験手順

To a solution of 2-ethyl-4-methoxy-7-(2-methoxy-4,6-dimethylphenyl)pyrazolo[1,5-a]pyridin-3-amine (100 mg) in acetic acid (10 mL) there was added 3-pentanone (0.04 mL), and then sodium triacetoxyborohydride (85.0 mg) was slowly added at room temperature and the mixture was stirred for 3 hours. A 5 N aqueous sodium hydroxide solution was added while cooling on ice, and then extraction was performed with ethyl acetate, the organic layer was washed with saturated aqueous sodium hydrogencarbonate and brine and dried over magnesium sulfate, and the solvent was distilled off under reduced pressure. The obtained residue was subjected to silica gel column chromatography (10 g), and the title compound (69 mg) was obtained from the n-hexane:ethyl acetate (5:1) fraction as yellow crystals.

出典