67118-31-4

Usage

InChI:InChI=1/C8H13NO3/c1-2-6(8(11)12)9-5-3-4-7(9)10/h6H,2-5H2,1H3,(H,11,12)

Upstream product

• 86815-10-3 ethyl 2-(2-oxo-1-pyrrolidinyl)butyrate 

Downstream Products

• 132382-17-3 N-(4-chlorophenyl)-2-(2-oxo-1-pyrrolidinyl)butyramide 
• 873786-87-9 (αS,3S)-4,4-dimethyl-2-oxo-1-phenylpyrrolidin-3-yl 2-(2-oxopyrrolidin-1-yl)butyrate 
• 873786-88-0 (αR,3S)-4,4-dimethyl-2-oxo-1-phenylpyrrolidin-3-yl 2-(2-oxopyrrolidin-1-yl)butyrate 
• 102767-28-2 α-ethyl-2-oxo-1-pyrrolidineacetamide 
• 102916-46-1 (S)-α-ethyl-2-oxo-1-pyrrolidineacetic acid (R)-α-methylbenzylamine salt 
• 86815-10-3 ethyl 2-(2-oxo-1-pyrrolidinyl)butyrate 
• 102849-49-0 (2S)-2-(2-oxopyrrolidin-1-yl)butanoic acid 
• 102767-28-2 levetiracetam 
• 103833-72-3 (R)-2-pyrrolidone-N-butyric acid 

Relevant academic research and scientific papers

Preparation method of levetiracetam and intermediates thereof

The invention provides a preparation method of levetiracetam and intermediates thereof. The specific steps are as follows: dropwise adding pyrrolidone into a toluene solution of sodium methoxide or sodium hydride, performing concentrating to dryness after a reaction is completed, adding toluene again, dropwise adding ethyl 2-bromobutyrate, and carrying out a reaction by heating to obtain a compound of a formula 3; adding a NaOH aqueous solution to the compound of the formula 3, performing heating until a reaction is completed, and dropwise adding concentrated hydrochloric acid to precipitate acompound of a formula 4; carrying out a reaction of the compound of the formula 4, R-(+)-phenylethylamine, and triethylamine to obtain a compound of a formula 6; performing hydrolysis by a NaOH solution, acidification by concentrated hydrochloric acid, and purification to a compound of a formula 7; and performing esterification by TsOH/EtOH to obtain a compound of a formula 8, and then performingammonia hydrolysis to obtain levetiracetam.

POTENTIAL NOOTROPIC AGENTS: SYNTHESIS OF A SERIES OF (2-OXO-1-PYRROLIDINYL)ACETIC ACID PIPERAZIDES

The title compounds VI-XXIII were prepared by heating ethyl (2-oxo-1-pyrrolidinyl)acetate (II) with a series of N-monosubstituted piperazines.The propionamides XXVI and XXX were obtained by reactions of the acid chlorides IV and XXXIII with 3-(1-piperazinyl)propionamide.Compounds VI (VUFB-13 763) and VIII (VUFB-14 745) proved more active than piracetam (I) by their antiamnestic effects in rats by antagonising the brain demaging effects of cycloheximide in infantile rats, and by their potentation of the effects of anticolvunsant agents.