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3-Fluoro-6-iodo-pyridazine is an important intermediate in the synthesis of various pharmaceuticals, agrochemicals, and other specialty chemicals.
The demand for this compound has been steadily increasing in recent years, and as a result, various synthetic routes have been developed to synthesize it in a cost-effective and efficient manner.
In this article, we will discuss some of the synthetic routes that have been developed for the synthesis of 3-fluoro-6-iodo-pyridazine.
- The P2P or Phenyl-2-propanone route is one of the most commonly used methods for the synthesis of 3-fluoro-6-iodo-pyridazine.
This route involves the reaction of 2,3-dihydro-4H-pyran-4-one with 3-iodo-4-quinolinecarboxylic acid, followed by hydrolysis of the intermediate formed to produce 3-fluoro-6-iodo-pyridazine.
The P2P route is low cost and provides good yields of the desired product. - Another route that is commonly used for the synthesis of 3-fluoro-6-iodo-pyridazine is the phthalimide route.
This route involves the formation of N-[3-(difluoromethyl)-2-oxo-1,2-oxazolidin-3-yl]-phthalimide followed by hydrolysis to yield the desired product.
This route is relatively simple and provides good yields of the desired product. - The Mannich reaction is another route that can be used for the synthesis of 3-fluoro-6-iodo-pyridazine.
This route involves the reaction of melamine with 3-iodo-4-quinolinecarboxylic acid in the presence of an acid catalyst, such as sulfuric acid or phosphoric acid.
The Mannich reaction is a widely used method for the synthesis of various heterocyclic compounds and provides good yields of the desired product. - The third route that can be used for the synthesis of 3-fluoro-6-iodo-pyridazine is the N-alkylation route.
This route involves the reaction of 3-iodo-4-quinolinecarboxylic acid with various alkylating agents, such as methyl iodide, ethyl iodide, or n-butyl iodide, in the presence of a Lewis acid catalyst, such as aluminum chloride or ferric chloride.
The N-alkylation route is a versatile method that can be used to synthesize various substituted pyridazines and provides good yields of the desired product. - The CuAAC or Cu-catalyzed azide-aldehyde click reaction is a recent route that has been developed for the synthesis of 3-fluoro-6-iodo-pyridazine.
This route involves the reaction of 3-iodo-4-quinolinecarboxylic acid with sodium azide in the presence of copper(I) iodide as a catalyst.
The CuAAC reaction is a highly efficient method for the synthesis of various heterocyclic compounds and provides good yields of the desired product.
In conclusion, there are several synthetic routes that can be used for the synthesis of 3-fluoro-6-iodo-pyridazine.
The P2P or phenyl-2-propanone route is one of the most commonly used methods, but the other routes, such as the Mannlich reaction, N-alkylation, and the CuAAC reaction, are also important alternatives for the synthesis of this compound.
The choice of route depends on factors such as cost, reactivity, and yields.
As the demand for 3-fluoro-6-iodo-pyridazine continues to increase, it is likely that new and more efficient synthetic routes will