Reaktion #5582

Reaktionsgleichung

5-(4-amino)butylthioimidazo[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

methylene 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 aqueous saturated sodium bicarbonate 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 5-(4-amino)butylthioimidazo[1,2-a]pyridine (370 mg, 1.67 mmoles) and triethylamine (0.35 ml, 2.51 mmoles) in methylene 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 aqueous saturated sodium bicarbonate and saturated saline, and then 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