반응 #9301

반응 방정식

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

용매

acetic acid

반응 조건

후처리

1. 1
   온도while cooling on ice
2. 2
   추출extraction
3. 3
   세척the organic layer was washed with saturated aqueous sodium hydrogencarbonate and brine
4. 4
   건조dried over magnesium sulfate
5. 5
   workup.DISTILLATIONthe solvent was distilled off under reduced pressure

실험 절차

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.

출처