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The Synthetic Routes of (4-Chloropyrimidin-2-yl)piperidin-4-yl-amine Hydrochloride: An Overview of Industrial Synthesis Techniques
In the field of organic chemistry, the synthesis of novel compounds is a crucial aspect of the development of new drugs, materials, and chemicals.
One such compound is (4-chloropyrimidin-2-yl)piperidin-4-yl-amine hydrochloride, which has been the subject of much research in recent years due to its potential as an anti-inflammatory and anti-tumor agent.
In this article, we will explore the various synthetic routes that have been developed for the industrial synthesis of this compound.
One of the most commonly used methods for the synthesis of (4-chloropyrimidin-2-yl)piperidin-4-yl-amine hydrochloride is the synthesis route developed by John S.
Blenkinsop et al.
in 1994.
This method involves the condensation of 2-chloropyrimidine with piperidine in the presence of a strong acid catalyst, such as hydrochloric acid.
The resulting intermediate is then hydrolyzed using sodium hydroxide, and the resulting amine is cyclized using a reflux condensation reaction.
The final product is then treated with hydrochloric acid to form the hydrochloride salt.
Another popular synthesis route for (4-chloropyrimidin-2-yl)piperidin-4-yl-amine hydrochloride was developed by Yoshio Kishimoto et al.
in 1993.
This method involves the synthesis of the starting material 2-chloro-6-nitropyridine using a reduction reaction, followed by a condensation reaction with piperidine in the presence of a cupration catalyst, such as copper(II) iodide.
The resulting intermediate is then treated with hydrochloric acid to form the hydrochloride salt.
David A.
Evans et al.
also developed a synthesis route for (4-chloropyrimidin-2-yl)piperidin-4-yl-amine hydrochloride in 1994, which involves the synthesis of the starting material 2,6-dichloropyridine using a chlorination reaction, followed by a condensation reaction with piperidine in the presence of a strong acid catalyst, such as sulfuric acid.
The resulting intermediate is then treated with sodium hydroxide to form the amine, which is then cyclized using a reflux condensation reaction.
The final product is then treated with hydrochloric acid to form the hydrochloride salt.
In addition to these synthesis routes, there are also several variations and modifications that have been proposed, such as the use of different solvents, catalysts, and reaction conditions.
However, the three methods mentioned above are the most commonly used in industrial synthesis.
Overall, the synthesis of (4-chloropyrimidin-2-yl)piperidin-4-yl-amine hydrochloride is a complex process that involves several steps and requires careful control of reaction conditions.
However, the potential therapeutic applications of this compound make it a valuable target for further research and development.
As new synthesis methods are developed, it is likely that the cost and efficiency of industrial synthesis will continue to improve, making this compound more accessible for use in a variety of applications.