反応 #51479

反応方程式

2-[(2-cyanoethyl)(dimethylethoxycarbonyl)amino]acetic acid

carbonyldiimidazole

homopiperonylamine, hydrochloride

diisopropylethylamine

→

2-[(2-cyanoethyl)(dimethylethoxycarbonyl)amino]-N-[2-(1,3-benzodioxol-5-yl)ethyl]acetamide

収率 88.8%

溶媒

CH2Cl2

反応条件

後処理

1. 1
   workup.STIRRINGAfter stirring for 18 hours, most of the solvent
2. 2
   その他was removed in vacuo
3. 3
   その他the residue was partitioned with ethyl acetate and 1N HCl
4. 4
   その他The organic layer was separated
5. 5
   洗浄washed with aqueous bicarbonate and brine
6. 6
   乾燥dried (Na2SO4)
7. 7
   その他the solvent was removed in vacuo

実験手順

In a manner similar to the preparation of compounds of formula (Yc3) above, to 2-[(2-cyanoethyl)(dimethylethoxycarbonyl)amino]acetic acid (8.3 g, 39 mmol) dissolved in CH2Cl2 (100 mL) was added carbonyldiimidazole (6.2 g, 38 mmol). After stirring for 30 minutes, homopiperonylamine, hydrochloride (8.0 g, 41 mmol) and diisopropylethylamine (7.5 mL, 43 mmol) were added. After stirring for 18 hours, most of the solvent was removed in vacuo and the residue was partitioned with ethyl acetate and 1N HCl. The organic layer was separated, washed with aqueous bicarbonate and brine, dried (Na2SO4), and the solvent was removed in vacuo to give 13 g of 2-[(2-cyanoethyl)(dimethylethoxycarbonyl)amino]-N-[2-(1,3-benzodioxol-5-yl)ethyl]acetamide.

出典