Reaktion #5544

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 an aqueous sodium bicarborate solution and water
4. 4
   Trocknendried over anhydrous magnesium sulfate
5. 5
   workup.DISTILLATIONthe solvent was distilled off
6. 6
   SonstigeThe residue was purified by column chromatography (eluent: ethanol/ethyl 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 an aqueous sodium bicarborate solution and water, dried over anhydrous magnesium sulfate, and then the solvent was distilled off. The residue was purified by column chromatography (eluent: ethanol/ethyl acetate=1:10) to obtain 1.68 g of the desired product (66.9%, colorless crystals).

Quelle