The Synthetic Routes of Fluvoxamine maleate

Fluvoxamine maleate is a selective serotonin reuptake inhibitor (SSRI) drug used to treat various psychiatric disorders such as obsessive-compulsive disorder, panic disorder, and social anxiety disorder.
The synthesis of fluvoxamine maleate involves several steps, which can be classified into natural and synthetic routes.
In this article, we will discuss the synthetic routes of fluvoxamine maleate.

One of the commonly used synthetic routes for the preparation of fluvoxamine maleate involves the reaction of 3-iodophenyl-2-propanamide with 2,3-dihydro-1H-inden-1-one in the presence of a catalyst such as tin(II) chloride or zinc chloride.
This reaction results in the formation of a intermediate, which is subsequently reduced using a reducing agent such as lithium aluminum hydride to yield the desired product.
The reaction scheme for this synthesis route is shown below:

Another synthetic route for the preparation of fluvoxamine maleate involves the reaction of 3-methyl-2-butenamide with 2,3-dihydro-1H-inden-1-one in the presence of a catalyst such as sodium hydroxide or potassium hydroxide.
This reaction results in the formation of a intermediate, which is subsequently reduced using a reducing agent such as hydrogen in the presence of a catalyst such as palladium on barium sulfate to yield the desired product.
The reaction scheme for this synthesis route is shown below:

A third synthetic route for the preparation of fluvoxamine maleate involves the reaction of 3-iodophenyl-N-(1-oxo-3-oxazolidinyl)acetamide with 2,3-dihydro-1H-inden-1-one in the presence of a catalyst such as sodium carbonate or potassium carbonate.
This reaction results in the formation of a intermediate, which is subsequently reduced using a reducing agent such as lithium aluminum hydride to yield the desired product.
The reaction scheme for this synthesis route is shown below:

In conclusion, fluvoxamine maleate can be synthesized via various synthetic routes.
The three synthetic routes discussed above are commonly used in the chemical industry.
The choice of synthetic route depends on various factors such as the availability of starting materials, the scale of production, and the cost of production.
The synthetic routes of fluvoxamine maleate provide a valuable starting point for the synthesis of other fluvoxamine derivatives, which may have improved pharmacological properties.