96166-39-1

Basic information

• Product Name: 2-Pyrrolidinecarboxamide,1-(hydroxyacetyl)-,(S)-(9CI)
• Synonyms: 2-Pyrrolidinecarboxamide,1-(hydroxyacetyl)-,(S)-(9CI)
• CAS NO: 96166-39-1
• Molecular Formula: C7H12N2O3
• Molecular Weight: 172.18
• Product Categories: PYRROLE
• Mol File: 96166-39-1.mol
• Article Data: 2

Chemical Properties

• Boiling Point: 484.2±45.0 °C(Predicted)
• Appearance: /
• Density: 1.356±0.06 g/cm3(Predicted)
• PKA: 13.58±0.10(Predicted)
• CAS DataBase Reference: 2-Pyrrolidinecarboxamide,1-(hydroxyacetyl)-,(S)-(9CI)(CAS DataBase Reference)
• NIST Chemistry Reference: 2-Pyrrolidinecarboxamide,1-(hydroxyacetyl)-,(S)-(9CI)(96166-39-1)
• EPA Substance Registry System: 2-Pyrrolidinecarboxamide,1-(hydroxyacetyl)-,(S)-(9CI)(96166-39-1)

Safety Data

• Hazardous Substances Data: 96166-39-1(Hazardous Substances Data)

Usage

Uses

(S)-1-(Hydroxyacetyl)-2-pyrrolidinecarboxamide, is an impurity of Vildagliptin (V305000), a class of oral anti-hyperglycemic agents that inhibit dipeptidyl peptidase 4 (DPP-4), which can act as a serine exopeptidase.

Upstream product

• 214398-99-9 (S)-1-(2-chloroacetyl) pyrrolidine-2-carboxamide 
• 7531-52-4 L-prolinamide 
• 147-85-3 L-proline 
• 23500-10-9 (S)-1-(2-chloroacetyl)pyrrolidine-2-carboxylic acid 

Downstream Products

• 207557-35-5 (S)-1-(2-chloroacetyl)pyrrolidine-2-carbonitrile 

Relevant articles and documents

Preparation method of high chiral purity (S)-1-(2-chloracetyl) pyrrolidine-2-formonitrile

The invention discloses a preparation method of high chiral purity (S)-1-(2-chloracetyl) pyrrolidine-2-formonitrile, the preparation method comprises: S1, in the presence of a solvent and an acid-binding agent, carrying out a coupling reaction on L-proline and chloracetyl chloride to obtain an intermediate I; s2, in the presence of a solvent and sodium iodide, carrying out cyclization reaction on the intermediate I in an alkaline environment to obtain an intermediate II; s3, in the presence of a solvent and an ammonolysis agent, carrying out ammonolysis ring-opening reaction on the intermediate II to obtain an intermediate III; and S4, in the presence of a solvent and phosphorus oxychloride, carrying out chlorination and dehydration reaction on the intermediate III to obtain (S)-1-(2-chloracetyl) pyrrolidine-2-formonitrile. The method has the advantages of high chiral purity, simple steps, easily available and cheap raw materials, convenient post-treatment and high yield, and is suitable for industrial production.