Реакция #5539

Уравнение реакции

water

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

triethylamine

acetyl chloride

→

desired product

Выход 66.8%

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

Выход 66.8%

Растворители

N,N-dimethylformamide

Условия реакции

Обработка

1. 1
   Температураcooling
2. 2
   workup.STIRRINGthe mixture was stirred at room temperature for 4 hours
3. 3
   Экстракцияextracted with chloroform
4. 4
   ПромывкаThe chloroform layer was washed with saturated saline
5. 5
   Сушкаdried over anhydrous magnesium sulfate
6. 6
   workup.DISTILLATIONAfter the solvent was distilled off
7. 7
   Другоеthe residue was purified by column chromatography (eluent: ethanol/ethyl acetate=1:3)

Методика

To a solution of 5-[2-(amino)ethylthio]imidazo[1,2-a]pyridine dihydrochloride (2.66 g, 10 mmoles) and triethylamine (4.32 ml, 31 mmoles) in N,N-dimethylformamide (24 ml) was added acetyl chloride (0.71 ml, 10 mmoles) under ice-cooling with stirring and the mixture was stirred at room temperature for 4 hours. The reaction mixture was poured into water and extracted with chloroform. The chloroform layer was washed with saturated saline and dried over anhydrous magnesium sulfate. After the solvent was distilled off, the residue was purified by column chromatography (eluent: ethanol/ethyl acetate=1:3) to obtain 1.57 g of the desired product (66.8%, colorless crystals).

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