67118-31-4

Basic information

• Product Name: alpha-Ethyl-2-oxo-1-pyrrolidineacetic acid
• Synonyms: 2-(2-oxopyrrolidin-1-yl)butanamide;Ethyl-2-oxo-1-pyrrolidineacetic acid;alpha-Ethyl-2-oxo-1-pyrrolidineacetic acid;Ethyl 2-oxo-1-pyrrolidineacetate;EtiracetaM Carboxylic Acid;2-(2-oxo-1-pyrrolidinyl)butyric acid;LevetiracetaM IMpurity A;(2RS)-2-(2-Oxopyrrolidin-1-yl)butanoic acid
• CAS NO: 67118-31-4
• Molecular Formula: C₈H₁₃NO₃
• Molecular Weight: 171.19372
• EINECS: 1308068-626-2
• Product Categories: Heterocycles;Intermediates & Fine Chemicals;Neurochemicals;Pharmaceuticals
• Mol File: 67118-31-4.mol
• Article Data: 2

Chemical Properties

• Melting Point: 155-158 °C
• Boiling Point: 370.975 °C at 760 mmHg
• Flash Point: 178.16 °C
• Appearance: /
• Density: 1.227
• Vapor Pressure: 0mmHg at 25°C
• Refractive Index: 1.517
• Storage Temp.: 2-8°C
• Solubility: Acetone (Slightly), Chloroform (Slightly), Methanol (Slightly)
• PKA: 3.76±0.10(Predicted)
• CAS DataBase Reference: alpha-Ethyl-2-oxo-1-pyrrolidineacetic acid(CAS DataBase Reference)
• NIST Chemistry Reference: alpha-Ethyl-2-oxo-1-pyrrolidineacetic acid(67118-31-4)
• EPA Substance Registry System: alpha-Ethyl-2-oxo-1-pyrrolidineacetic acid(67118-31-4)

Safety Data

• Hazardous Substances Data: 67118-31-4(Hazardous Substances Data)

Usage

Description

alpha-Ethyl-2-oxo-1-pyrrolidineacetic acid, also known as Etiracetam Carboxylic Acid, is a chemical compound that serves as an intermediate in the synthesis of Etiracetam (E932970) and is also a metabolite of the drug.
Used in Pharmaceutical Industry:
alpha-Ethyl-2-oxo-1-pyrrolidineacetic acid is used as an intermediate in the synthesis of Etiracetam (E932970) for its role in the development of medications targeting neurological disorders.

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

• 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 
• 132382-17-3 N-(4-chlorophenyl)-2-(2-oxo-1-pyrrolidinyl)butyramide 

Relevant articles and documents

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.