The Synthetic Routes of Sertindole

Sertindole is an important pharmaceutical compound that is used in the treatment of various mental disorders such as schizophrenia and depression.
Its synthetic routes have been extensively studied in the chemical industry due to its complex molecular structure and potential therapeutic benefits.
In this article, we will discuss the different synthetic routes of sertindole and their underlying mechanisms.

1. Hydrogenation of N- (2, 6-Dimethyl-4-oxo-4H-pyran-3-yl) -N- (2, 6-dimethyl-4-oxo-4H-pyran-3-yl) acetamide

The synthesis of sertindole through this route involves the reaction of N- (2, 6-dimethyl-4-oxo-4H-pyran-3-yl) -N- (2, 6-dimethyl-4-oxo-4H-pyran-3-yl) acetamide with hydrogen in the presence of a catalyst such as palladium on barium oxide.
The hydrogenation reaction results in the reduction of the nitro group to an amine, which is followed by dehydrogenation to form the final product, sertindole.

2. Reduction of N- (2, 6-dimethyl-4-oxo-4H-pyran-3-yl) -N- (2, 6-dimethyl-4-oxo-4H-pyran-3-yl) phenylmethanamine

Another synthetic route to sertindole involves the reduction of N- (2, 6-dimethyl-4-oxo-4H-pyran-3-yl) -N- (2, 6-dimethyl-4-oxo-4H-pyran-3-yl) phenylmethanamine using hydrogen in the presence of a catalyst such as lithium aluminum hydride.
The reduction reaction leads to the formation of an amine, which is subsequently transformed into sertindole through further chemical transformations.

3. Nitration of N- (2, 6-dimethyl-4-oxo-4H-pyran-3-yl) -N- (2, 6-dimethyl-4-oxo-4H-pyran-3-yl) acetamide

Nitration of N- (2, 6-dimethyl-4-oxo-4H-pyran-3-yl) -N- (2, 6-dimethyl-4-oxo-4H-pyran-3-yl) acetamide with nitrating agents such as nitric acid or o-nitrophenyl nitrate results in the formation of N- (2, 6-dimethyl-4-oxo-4H-pyran-3-yl) -N- (2, 6-dimethyl-4-oxo-4H-pyran-3-yl) nitramide, which can be subsequently hydrogenated to form sertindole.

4. Reduction of N- (2, 6-dimethyl-4-oxo-4H-pyran-3-yl) -N- (2, 6-dimethyl-4-oxo-4H-pyran-3-yl) benzaldehyde

The synthesis of sertindole through this route involves the reaction of N- (2, 6-dimethyl-4-oxo-4H-pyran-3-yl) -N- (2, 6-dimethyl-4-oxo-4H-pyran-3-yl) benzaldehyde with reducing agents such as lithium aluminum hydride or hydrogen in the presence of a catalyst.
The reduction reaction results in the formation of an amine, which is subsequently transformed into sertindole through further chemical transformations.

Overall, the synthetic routes of sertindole involve a combination of chemical reactions such as nitration, hydrogenation, and reduction.
The choice of route depends on the availability of starting materials and the desired yield and purity of the final product.