反応 #5841

反応方程式

amorphous compound

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

1-piperidinethanol

triphenylphosphine

diethyl azodicarboxylate

→

title compound

収率 74.9%

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

収率 74.9%

溶媒

tetrahydrofuran

tetrahydrofuran

ethyl acetate

反応条件

後処理

1. 1
   workup.STIRRINGThe mixture was stirred for 2 hours
2. 2
   その他evaporated
3. 3
   その他to remove the solvent under a reduced pressure
4. 4
   その他resulting residue
5. 5
   抽出extracted three times with 10 ml of 1N hydrochloric acid
6. 6
   抽出extracted three times with 10 ml of ehtyl acetate
7. 7
   抽出the organic extract
8. 8
   乾燥was dried over magnesium sulfate
9. 9
   その他evaporated
10. 10
    その他to remove the solvent at a reduced pressure
11. 11
    洗浄eluted with 2% methanol in chloroform

実験手順

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.

出典