Реакция #6211

Уравнение реакции

4-(3-aminopropylthio)pyridine dihydrochloride

triethylamine

3-quinolineacryloyl chloride

→

desired compound

Выход 83.8%

4-[3-(3-quinolineacryloylamino)propylthio]pyridine

Выход 83.8%

Растворители

methylene chloride

Условия реакции

Обработка

1. 1
   Температураcooling
2. 2
   workup.STIRRINGThe mixture was stirred at room temperature for 30 minutes
3. 3
   ПромывкаThe reaction mixture was washed with a saturated aqueous solution of sodium bicarbonate and water
4. 4
   Другоеdried
5. 5
   workup.DISTILLATIONthe solvent was distilled off
6. 6
   ДругоеThe residue was purified by column chromatography (eluent: methanol/ethyl acetate=1:10)
7. 7
   Другоеto obtain powder
8. 8
   ПромывкаThe powder was washed with ether
9. 9
   Другоеdried

Методика

To a solution of 396 mg (1.64 mmol) of 4-(3-aminopropylthio)pyridine dihydrochloride and 0.27 ml (1.97 mmol) of triethylamine in 20 ml of methylene chloride, 500 mg (1.96 mmol) of 3-quinolineacryloyl chloride hydrochlride was added under ice-cooling with stirring. The mixture was stirred at room temperature for 30 minutes. The reaction mixture was washed with a saturated aqueous solution of sodium bicarbonate and water and dried, and then the solvent was distilled off. The residue was purified by column chromatography (eluent: methanol/ethyl acetate=1:10) to obtain powder. The powder was washed with ether and dried to obtain the desired compound (480 mg, yield: 83.8%, pale yellow powder).

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