反応 #5544

反応方程式

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

triethylamine

methyl chloroformate

→

desired product

収率 66.9%

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

収率 66.9%

溶媒

methylene chloride

反応条件

後処理

1. 1
   温度cooling
2. 2
   workup.STIRRINGthe mixture was stirred at room temperature for 20 minutes
3. 3
   洗浄The reaction mixture was washed in turn with an aqueous sodium bicarborate solution and water
4. 4
   乾燥dried over anhydrous magnesium sulfate
5. 5
   workup.DISTILLATIONthe solvent was distilled off
6. 6
   その他The residue was purified by column chromatography (eluent: ethanol/ethyl acetate=1:10)

実験手順

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).

出典