Reaktion #5555

Reaktionsgleichung

5-[4-(amino)butylthio]imidazo[1,2-a]pyridine

triethylamine

isopropyl chloroformate

→

desired product

Ausbeute 41.9%

5-[4-(isopropyloxycarbonylamino)butylthio]imidazo[1,2-a]pyridine

Ausbeute 41.9%

Lösungsmittel

metylene chloride

Reaktionsbedingungen

Aufarbeitung

1. 1
   Temperaturcooling
2. 2
   workup.STIRRINGthe mixture was stirred under ice-
3. 3
   Temperaturcooling for 1 hour
4. 4
   WaschenThe reaction mixture was washed in turn with an aqueous sodium bicarbonate solution and saturated saline
5. 5
   Trocknendried over anhydrous magnesium sulfate
6. 6
   workup.DISTILLATIONAfter the solvent was distilled off
7. 7
   Sonstigethe residue was purified by column chromatography (eluent: ethyl acetate)

Vorschrift

To a solution of 5-[4-(amino)butylthio]imidazo[1,2-a]pyridine (370 mg, 1.67 mmoles) and triethylamine (0.35 ml, 2.51 mmoles) in metylene chloride (20 ml) was added isopropyl chloroformate (0.25 g, 2.04 mmoles) under ice-cooling with stirring and the mixture was stirred under ice-cooling for 1 hour. The reaction mixture was washed in turn with an aqueous sodium bicarbonate solution and saturated saline and dried over anhydrous magnesium sulfate. After the solvent was distilled off, the residue was purified by column chromatography (eluent: ethyl acetate) to obtain 215 mg of the desired product (41.8%, light tan oily product).

Quelle