Реакция #5841

Уравнение реакции

amorphous compound

N-[2-(4-Chloro-N-Methylcinnamylamino)ethyl]-5-Isoquinolinesulfonamide

1-piperidinethanol

triphenylphosphine

diethyl azodicarboxylate

→

title compound

Выход 74.9%

N-[2-(4-Chloro-N-Methylcinnamylamino)Ethyl]-N-(2-Piperidinoethyl)-5-Isoquinolinesulfonamide

Выход 74.9%

Растворители

tetrahydrofuran

tetrahydrofuran

ethyl acetate

Условия реакции

Обработка

1. 1
   workup.STIRRINGThe mixture was stirred for 2 hours
2. 2
   Другоеevaporated
3. 3
   Другоеto remove the solvent under a reduced pressure
4. 4
   Другоеresulting residue
5. 5
   Экстракцияextracted three times with 10 ml of 1N hydrochloric acid
6. 6
   Экстракцияextracted three times with 10 ml of ehtyl acetate
7. 7
   Экстракцияthe organic extract
8. 8
   Сушкаwas dried over magnesium sulfate
9. 9
   Другоеevaporated
10. 10
    Другоеto remove the solvent at a reduced pressure
11. 11
    Промывкаeluted with 2% methanol in chloroform

Методика

To a solution of 0.39 g of the amorphous compound obtained in Example 190, 0.145 g of 1-piperidinethanol and 0.369 g of triphenylphosphine in 5 ml of tetrahydrofuran, was added dropwise a solution of 0.245 g of diethyl azodicarboxylate in 2 ml of tetrahydrofuran with stirring under ice cooling. The mixture was stirred for 2 hours and evaporated to remove the solvent under a reduced pressure, and resulting residue dissolved in 30 ml of ethyl acetate and extracted three times with 10 ml of 1N hydrochloric acid. The aqueous layer was alkallized with sodium bicarbonate and extracted three times with 10 ml of ehtyl acetate, and the organic extract was dried over magnesium sulfate and evaporated to remove the solvent at a reduced pressure. The resulting residue was applied to a silica gel column and eluted with 2% methanol in chloroform, to obtain 0.37 g of the title compound as a colorless oil.

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