Reaktion #1070735

Reaktionsgleichung

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

Ausbeute 88.8%

Lösungsmittel

CH2Cl2

Reaktionsbedingungen

Aufarbeitung

1. 1
   workup.STIRRINGAfter stirring for 18 hours, most of the solvent
2. 2
   Sonstigewas removed in vacuo
3. 3
   Sonstigethe residue was partitioned with ethyl acetate and 1 N HCl
4. 4
   SonstigeThe organic layer was separated
5. 5
   Waschenwashed with aqueous bicarbonate and brine
6. 6
   Trocknendried (Na2SO4)
7. 7
   Sonstigethe solvent was removed in vacuo

Vorschrift

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 1 N 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.

Quelle