96166-39-1

Usage

Uses

Used in Pharmaceutical Industry:
2-Pyrrolidinecarboxamide,1-(hydroxyacetyl)-,(S)-(9CI) is used as an impurity in the production of Vildagliptin (V305000), an oral anti-hyperglycemic agent. Vildagliptin belongs to a class of drugs that inhibit dipeptidyl peptidase 4 (DPP-4), a serine exopeptidase enzyme. This inhibition helps regulate blood glucose levels in patients with type 2 diabetes by increasing the levels of insulin and decreasing glucagon release.
As an impurity, 2-Pyrrolidinecarboxamide,1-(hydroxyacetyl)-,(S)-(9CI) may have an impact on the overall effectiveness and safety of Vildagliptin. Therefore, it is crucial to monitor and control its presence during the manufacturing process to ensure the quality and efficacy of the final product. Additionally, understanding the properties and behavior of this impurity can aid in the development of improved drug formulations and delivery systems for Vildagliptin and other related pharmaceuticals.

Upstream product

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

Downstream Products

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

Relevant academic research and scientific papers

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.

Vildagliptin related substance and preparation method thereof

The invention provides a preparation method of a vildagliptin related substance. The preparation method comprises the following steps: (1) performing hydrolysis reaction on a compound I under a basiccondition to form a compound II; (2) enabling the compound II to react with chloroacetyl chloride to form a compound III as shown in the specification; (3) dehydrating the compound III and trifluoroacetic anhydride (TFAA) to form a compound IV as shown in the specification; (4) enabling the compound IV to react with 3-amino-1-adamantanol to form a compound V as shown in the specification. The synthesis method of the vildagliptin related substance, provided by the invention, is simple in steps, mild in reaction conditions and high in operability, and the related substance meeting the quality requirements can be obtained by simple purification; the preparation method is of great significance for drug development.