Réaction #553207

Équation de réaction

3-(3-chloro-1-ethoxycarbonyl-1,4-dihydropyridazin-4-yl)-2-phenylpyrazolo[1,5-a]pyridine

→

3-(3-chloropyridazin-4-yl)-2-phenylpyrazolo[1,5-a]pyridine

Rendement 76.9%

Solvants

chloroform

Conditions de réaction

Traitement

1. 1
   Températurewas refluxed for 10 hours
2. 2
   FiltrationAfter filtration, organic layer
3. 3
   Séchagewas dried over magnesium sulfate
4. 4
   AutreThe solvent was removed
5. 5
   Autrechromatographed on silica gel (12.6 g) with a mixture of hexane and ethyl acetate as an eluent
6. 6
   workup.ADDITIONThe fractions containing the objective compound
7. 7
   Autreevaporated in vacuo
8. 8
   Autrerecrystallized from a mixture of ethyl acetate and n-hexane

Mode opératoire

A mixture of 3-(3-chloro-1-ethoxycarbonyl-1,4-dihydropyridazin-4-yl)-2-phenylpyrazolo[1,5-a]pyridine (1.26 g), manganese (IV) oxide (12.6 g) and chloroform (12.6 ml) was refluxed for 10 hours. After filtration, organic layer was dried over magnesium sulfate. The solvent was removed and chromatographed on silica gel (12.6 g) with a mixture of hexane and ethyl acetate as an eluent. The fractions containing the objective compound were combined and evaporated in vacuo and recrystallized from a mixture of ethyl acetate and n-hexane to give 3-(3-chloropyridazin-4-yl)-2-phenylpyrazolo[1,5-a]pyridine (0.78 g).

Source