Novel salts of 2-phenyl-2- (piperidin-2-YL) acetamide, solvates thereof, and methods of manufacturing them

A novel method using reduced amounts of resolving agents effectively separates enantiomers of 2-phenyl-2-(piperidin-2-yl) acetamide, addressing inefficiencies in existing methods by minimizing solvent use and environmental impact.

WO2026137171A1PCT designated stage Publication Date: 2026-07-02SIEGFRIED AG +1

Patent Information

Authority / Receiving Office
WO · WO
Patent Type
Applications
Current Assignee / Owner
SIEGFRIED AG
Filing Date
2024-12-24
Publication Date
2026-07-02

AI Technical Summary

Technical Problem

Existing methods for separating enantiomers of 2-phenyl-2-(piperidin-2-yl) acetamide (PPAA) are inefficient, environmentally impactful, and require excessive amounts of resolving agents, leading to high solvent usage and energy consumption.

Method used

A novel method using substoichiometric amounts of resolving agents, such as tartaric acid derivatives, to form salts with a molar ratio of 2:1 with PPAA, allowing for the separation of enantiomers with reduced solvent use and improved ecological footprint.

Benefits of technology

The method enables efficient separation of enantiomers with high purity, reducing waste and energy consumption while maintaining ease of handling and use in further chemical processes.

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Abstract

Provided are salts of 2-phenyl-2- (piperidin-2-yl) acetamide, particularly of essentially enantiomerically pure (S, S) -and (R, R) -2-phenyl-2- (piperidin-2-yl) acetamide (L-threo-PPAA and D-threo-PPAA respectively), with a resolving agent, optionally as solvates, efficient methods for manufacturing them starting from a mixtures comprising the (R,R)-and (S,S)-enantiomers, and uses thereof.
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