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4-Cyanopyridine-2-boronic acid pinacol ester is an important synthetic intermediate in the chemical industry.
It finds applications in various fields such as pharmaceuticals, agrochemicals, and materials science.
The compound can be synthesized through various routes, and in this article, we will discuss some of the commonly used synthetic routes.
- Classical Route:
The classical route for the synthesis of 4-cyanopyridine-2-boronic acid pinacol ester involves several steps.
The process commences with the synthesis of 4-cyanopyridine-2-carboxylic acid, which is then hydrolyzed to give 4-cyanopyridine-2-anhydride.
This compound is then reacted with pinacol ester to yield the desired product. - Direct Estimation Method:
The direct estimation method involves the reaction of pinacol ester with 4-cyanopyridine-2-boronic acid in the presence of a Lewis acid catalyst.
The reaction is carried out in a single step, and the product is obtained in high yield. - Hydrolysis of N-Boronocarboxylic Acid:
The hydrolysis of N-boronocarboxylic acid is another method for the synthesis of 4-cyanopyridine-2-boronic acid pinacol ester.
This process involves the hydrolysis of N-boronocarboxylic acid with a strong acid, such as hydrochloric acid, to give 4-cyanopyridine-2-boronic acid.
This compound is then esterified with pinacol to yield the desired product. - Reduction of N-Boronamido-N-boronamide:
The reduction of N-boronamido-N-boronamide is another route for the synthesis of 4-cyanopyridine-2-boronic acid pinacol ester.
This process involves the reduction of N-boronamido-N-boronamide with a reducing agent, such as lithium alanate, to give 4-cyanopyridine-2-boronic acid.
This compound is then esterified with pinacol to yield the desired product.
In conclusion, 4-cyanopyridine-2-boronic acid pinacol ester is an important synthetic intermediate that can be synthesized through various routes.
The classical route, the direct estimation method, the hydrolysis of N-boronocarboxylic acid, and the reduction of N-boronamido-N-boronamide are some of the commonly used synthetic routes.
The selection of the route depends on the availability of the starting materials, the reaction conditions, and the desired yield of the product.
The compound finds applications in various fields such as pharmaceuticals, agrochemicals, and materials science, and its synthesis is of great importance to the chemical industry.