Réaction #573378

Équation de réaction

8,9-dihydro-7-[(hydroxy)(1-trityl-1H-imidazol-2-yl)methyl]-10-methylpyrido[1,2-a]indol-6(7H)-one

→

8,9-dihydro-7-[(hydroxy)(1H-imidazol-2-yl)methyl]-10-methylpyrido[1,2-a]indol-6(7H)-one

Rendement 71.7%

Solvants

acetic acid

water

Conditions de réaction

Traitement

1. 1
   AutreAfter evaporation of the solvent
2. 2
   workup.ADDITIONthe residue was diluted with water
3. 3
   Extractionextracted three times with chloroform
4. 4
   LavageThe organic layer was washed with brine
5. 5
   Séchagedried over anhydrous magnesium sulfate
6. 6
   Autreevaporated in vacuo
7. 7
   AutrePurification of the residue with silica gel column chromatography (15% methanol-chloroform)
8. 8
   Autrefollowed by recrystallization from methanol

Mode opératoire

A solution of 8,9-dihydro-7-[(hydroxy)(1-trityl-1H-imidazol-2-yl)methyl]-10-methylpyrido[1,2-a]indol-6(7H)-one (376 mg) in acetic acid (15 ml) and water (5 ml) was stirred at 60° C. for 2.5 hours. After evaporation of the solvent, the residue was diluted with water, neutralized with an aqueous solution of sodium hydrogencarbonate, and extracted three times with chloroform. The organic layer was washed with brine, dried over anhydrous magnesium sulfate, and evaporated in vacuo. Purification of the residue with silica gel column chromatography (15% methanol-chloroform), followed by recrystallization from methanol, gave 8,9-dihydro-7-[(hydroxy)(1H-imidazol-2-yl)methyl]-10-methylpyrido[1,2-a]indol-6(7H)-one (148 mg).

Source