반응 #62387

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3-iodo-1-trityl-1H-pyrazolo[3,4-c]pyridine-5-carboxylic acid

tert-butanol

diphenylphosphoryl azide

triethylamine

→

title compound

(3-Iodo-1-trityl-1H-pyrazolo[3,4-c]pyridin-5-yl)carbamic acid tert-butyl ester

용매

ethyl acetate

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후처리

1. 1
   온도heated
2. 2
   온도at reflux for 6 hours
3. 3
   세척the organic layer was washed successively with water and saturated brine
4. 4
   건조dried over anhydrous magnesium sulfate
5. 5
   기타The solvent was evaporated
6. 6
   기타the crude product was purified
7. 7
   기타separated by silica gel column chromatography (ethyl acetate:n-hexane=1:10)

실험 절차

To a suspension of 1.0 g of 3-iodo-1-trityl-1H-pyrazolo[3,4-c]pyridine-5-carboxylic acid in tert-butanol were added 0.57 g of diphenylphosphoryl azide and 0.31 mL of triethylamine at room temperature, and heated at reflux for 6 hours. The solution was diluted with ethyl acetate, the organic layer was washed successively with water and saturated brine, and dried over anhydrous magnesium sulfate. The solvent was evaporated, and the crude product was purified and separated by silica gel column chromatography (ethyl acetate:n-hexane=1:10), to afford 455 mg of the title compound as colorless crystals.

출처