Réaction #5557

Équation de réaction

5-[3-(hydroxy)propylthio]imidazo[1,2-a]pyridine

triethylamine

acetic anhydride

→

desired product

Rendement 100.0%

5-[3-(acetyloxy)propylthio]imidazo[1,2-a]pyridine

Rendement 100.0%

Solvants

methylene chloride

Conditions de réaction

Traitement

1. 1
   workup.STIRRINGthe mixture was further stirred at room temperature for 7.5 hours
2. 2
   LavageThe reaction mixture was washed with an aqueous 1N sodium hydroxide solution
3. 3
   Autredried
4. 4
   workup.DISTILLATIONAfter the solvent was distilled off
5. 5
   Autrethe residue was purified by column chromatography [eluent: hexane/acetone (1:1)]

Mode opératoire

To a solution of 5-[3-(hydroxy)propylthio]imidazo[1,2-a]pyridine (2.00 g, 9.60 mmoles) and triethylamine (1.60 ml, 11.5 mmoles) in methylene chloride (50 ml) was added acetic anhydride (1.10 ml, 11.6 mmoles) with stirring at room temperature and the mixture was further stirred at room temperature for 7.5 hours. The reaction mixture was washed with an aqueous 1N sodium hydroxide solution and dried. After the solvent was distilled off, the residue was purified by column chromatography [eluent: hexane/acetone (1:1)] to obtain 2.40 g of the desired product (100%, brown oily product).

Source