반응 #5555

반응 방정식

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

triethylamine

isopropyl chloroformate

→

desired product

수율 41.9%

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

수율 41.9%

용매

metylene chloride

반응 조건

후처리

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

실험 절차

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).

출처