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The production process of 3-fluoro-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)picolinonitrile, also known as compound 1, involves several stages, from the synthesis of the starting materials to the final product.
- Synthesis of starting materials
The synthesis of 3-fluoro-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)picolinonitrile begins with the synthesis of the starting materials, which are 2-bromomethyl-1,3-dioxolane and 4-chloro-3-nitrobenzene.
2-bromomethyl-1,3-dioxolane can be synthesized by a variety of methods, such as the reaction of 2-bromoethanol with sodium meta-chloroformate in the presence of a Lewis acid catalyst, or by the reaction of 2-bromomethyl-1,3-propanediol with methyl iodide in the presence of a Lewis acid catalyst.
4-chloro-3-nitrobenzene can be synthesized by the chlorination of 3-nitrobenzene using chlorine gas or hydrochloric acid, or by the nitration of toluene with nitric acid and sulfuric acid.
- Synthesis of compound 1
Once the starting materials have been synthesized, the next step in the production process of compound 1 is the synthesis of the compound itself.
This can be achieved through a variety of methods, such as:
- Pd/C-mediated reaction of 2-bromomethyl-1,3-dioxolane and 4-chloro-3-nitrobenzene in the presence of a solvent, such as acetonitrile or DMF.
- hydrazoic acid with 2-bromomethyl-1,3-dioxolane in the presence of a solvent, such as ethanol or ether.
- Hydrogenation of 4-chloro-3-nitrobenzene using a precious metal catalyst, such as palladium or platinum, in the presence of a solvent, such as methanol or ethanol.
- Purification and isolation
After the synthesis of compound 1, the compound must be purified and isolated from any impurities that may have been introduced during the synthesis process.
This can be achieved through a variety of methods, such as:
- Crystallization from a suitable solvent, such as ethanol or ether.
- Chromatography, such as high-performance liquid chromatography (HPLC) or gas chromatography (GC).
- Recrystallization from a suitable solvent, such as acetonitrile or DMF.
- Characterization
After the purification and isolation of compound 1, the chemical structure of the compound must be confirmed through a variety of methods, such as:
- Nuclear magnetic resonance (NMR) spectroscopy.
- Mass spectrometry (MS).
- X-ray crystallography.
Once the chemical structure of compound 1 has been confirmed, the compound can be used for further processing or purified to a higher grade for use in various applications.
In conclusion, the production process of 3-fluoro-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)picolinonitrile, or compound 1, involves several stages, from the synthesis of the starting materials to the final product.
The compound can