Reacción #62387

Ecuación de reacción

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

Disolventes

ethyl acetate

Condiciones de reacción

Tratamiento posterior

1. 1
   Temperaturaheated
2. 2
   Temperaturaat reflux for 6 hours
3. 3
   Lavadothe organic layer was washed successively with water and saturated brine
4. 4
   Secadodried over anhydrous magnesium sulfate
5. 5
   OtroThe solvent was evaporated
6. 6
   Otrothe crude product was purified
7. 7
   Otroseparated by silica gel column chromatography (ethyl acetate:n-hexane=1:10)

Procedimiento

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.

Fuente