반응 #5841

반응 방정식

amorphous compound

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

1-piperidinethanol

triphenylphosphine

diethyl azodicarboxylate

→

title compound

수율 74.9%

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

수율 74.9%

용매

tetrahydrofuran

tetrahydrofuran

ethyl acetate

반응 조건

후처리

1. 1
   workup.STIRRINGThe mixture was stirred for 2 hours
2. 2
   기타evaporated
3. 3
   기타to remove the solvent under a reduced pressure
4. 4
   기타resulting residue
5. 5
   추출extracted three times with 10 ml of 1N hydrochloric acid
6. 6
   추출extracted three times with 10 ml of ehtyl acetate
7. 7
   추출the organic extract
8. 8
   건조was dried over magnesium sulfate
9. 9
   기타evaporated
10. 10
    기타to remove the solvent at a reduced pressure
11. 11
    세척eluted with 2% methanol in chloroform

실험 절차

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.

출처