Reaktion #5563

Reaktionsgleichung

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

triethylamine

methanesulfonyl chloride

→

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

Lösungsmittel

methylene chloride

Reaktionsbedingungen

Aufarbeitung

1. 1
   Temperaturcooling
2. 2
   workup.STIRRINGthe mixture was further stirred under ice-
3. 3
   Temperaturcooling for 10 minutes
4. 4
   WaschenThe reaction mixture was washed with water
5. 5
   Extraktionthe aqueous layer was extracted with methylene chloride (30 ml×3)
6. 6
   Trocknendried over anhydrous magnesium sulfate
7. 7
   workup.DISTILLATIONThen, the solvent was distilled off

Vorschrift

To a solution of 5-[3-(hydroxy)propylthio]imidazo[1,2-a]pyridine (2.003 g, 9.62 mmoles) and triethylamine (2.01 ml, 14.4 mmoles) in methylene chloride (30 ml) was added methanesulfonyl chloride (0.89 ml, 12 mmoles) with stirring under ice-cooling and the mixture was further stirred under ice-cooling for 10 minutes. The reaction mixture was washed with water and the aqueous layer was extracted with methylene chloride (30 ml×3). The methylene chloride layers were combined and dried over anhydrous magnesium sulfate. Then, the solvent was distilled off to obtain crude 5-[3-(methanesulfonyloxy)propylthio]imidazo[1,2-a]pyridine as a yellow oily product.

Quelle