Reaktion #5579

Reaktionsgleichung

5-[2-(amino)ethylthio]imidazo[1,2-a]pyridine

triethylamine

methyl chloroformate

→

desired product

Ausbeute 66.9%

5-[2-(methoxycarbonylamino)ethylthio]imidazo[1,2-a]pyridine

Ausbeute 66.9%

Lösungsmittel

methylene chloride

Reaktionsbedingungen

Aufarbeitung

1. 1
   Temperaturcooling
2. 2
   workup.STIRRINGthe mixture was stirred at room temperature for 20 minutes
3. 3
   WaschenThe reaction mixture was washed in turn with aqueous sodium bicarbonate and water
4. 4
   Trocknendried over anhydrous magnesium sulfate
5. 5
   workup.DISTILLATIONAfter the solvent was distilled off
6. 6
   Sonstigethe residue was purified by column chromatography [eluent: ethanol/etyl acetate (1:10)]

Vorschrift

To a solution of 5-[2-(amino)ethylthio]imidazo[1,2-a]pyridine (1.93 g, 10 mmoles) and triethylamine (1.53 ml, 11 mmoles) in methylene chloride (30 ml) was added methyl chloroformate (0.77 ml, 10 mmoles) under ice-cooling with stirring and the mixture was stirred at room temperature for 20 minutes. The reaction mixture was washed in turn with aqueous sodium bicarbonate and water and dried over anhydrous magnesium sulfate. After the solvent was distilled off, the residue was purified by column chromatography [eluent: ethanol/etyl acetate (1:10)] to obtain 1.68 g of the desired product (66.9%, colorless crystals).

Quelle