Prasugrel Hydrochloride Purification via Recrystallization
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Solution Overview
Problem
Current methods for producing prasugrel hydrochloride do not effectively reduce the content of by-products such as OXTP, which affects the purity of the final product.
Innovation Solution
A method involving the reaction of free prasugrel containing OXTP with hydrochloric acid to form an acid addition salt, followed by recrystallization, which significantly reduces the OXTP content, resulting in high-purity prasugrel hydrochloride.
Engineering Contradictions & Design Principles
Engineering Contradiction Analysis
1Manufacturing precision
If conventional methods (WO96/11203, JP2002-145883) are used to produce prasugrel hydrochloride, then the production process is simple, but the by-product OXTP cannot be effectively reduced
Solution Approach 1:
The patent applies preliminary action by performing recrystallization of free prasugrel before the salt formation step. This pre-purification removes OXTP impurities from the free base form, preventing them from carrying through to the final hydrochloride salt. The recrystallization is conducted in a suitable solvent system where OXTP has different solubility characteristics than prasugrel, enabling selective removal of the impurity before the main synthesis step.
Solution Approach 2:
The patent utilizes parameter changes by adjusting the solvent system and crystallization conditions to selectively precipitate pure prasugrel while leaving OXTP in solution. By controlling parameters such as solvent type, temperature, and concentration during recrystallization, the process achieves separation of prasugrel from OXTP impurities, then proceeds to salt formation with hydrochloric acid to produce high-purity prasugrel hydrochloride.
2Manufacturing precision
If free prasugrel containing OXTP is directly converted to acid addition salt, then the production efficiency is high, but the OXTP content in the product remains high
Solution Approach 1:
The patent applies preliminary action by performing recrystallization of free prasugrel before the salt formation step. This pre-purification removes OXTP impurities from the free base form, preventing them from carrying through to the final hydrochloride salt. The recrystallization is conducted in a suitable solvent system where OXTP has different solubility characteristics than prasugrel, enabling selective removal of the impurity before the main synthesis step.
Solution Approach 2:
The patent utilizes parameter changes by adjusting the solvent system and crystallization conditions to selectively precipitate pure prasugrel while leaving OXTP in solution. By controlling parameters such as solvent type, temperature, and concentration during recrystallization, the process achieves separation of prasugrel from OXTP impurities, then proceeds to salt formation with hydrochloric acid to produce high-purity prasugrel hydrochloride.
Applied Scientific Principles
This section explains which scientific principles are used to turn an abstract innovation direction into a practical engineering solution.
Function Achieved in This Case
The method achieves a substantial reduction in OXTP content, producing high-purity prasugrel hydrochloride with purity levels of 95% or more, suitable for use as an antithrombotic agent with improved oral absorbability and stability.
Implementation Method 1
reacting an acid with free prasugrel to make an acid addition salt
Implementation Method 2
the recrystallization of free prasugrel containing OXTP can reduce the content of the by-product OXTP
Data Source
AI summary
The present invention is directed to providing prasugrel hydrochloride or the like with a reduced content of OXTP. A method for producing prasugrel hydrochloride with a reduced content of OXTP, comprising dissolving free prasugrel containing OXTP in an inert solvent and adding hydrochloric acid optionally dropwise to the solution for reaction is also provided.