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The synthesis of novel compounds is a crucial aspect of the chemical industry, with applications in various fields such as pharmaceuticals, agrochemicals, and materials science.
One particular compound of interest is (S)-4-(8-amino-3-(pyrrolidin-2-yl)imidazo[1,5-a]pyrazin-1-yl)-N-(pyridin-2-yl)benzamide.
This molecule has shown promise as a potential treatment for diseases such as cancer and inflammatory disorders, making its synthesis a valuable endeavor for the chemical industry.
One synthetic route for (S)-4-(8-amino-3-(pyrrolidin-2-yl)imidazo[1,5-a]pyrazin-1-yl)-N-(pyridin-2-yl)benzamide involves a combination of chemical reactions, including Suzuki coupling, amination, and condensation reactions.
The synthesis begins with the preparation of the starting material 2-iodo-4-nitrobenzene, which is then coupled with a boronic acid through a Suzuki coupling reaction.
The resulting product is then treated with aqueous metal hydroxide and a hydrazine to convert it into an amide.
Finally, the amide is condensed with another nitrobenzene derivative through a condensation reaction, yielding the final product (S)-4-(8-amino-3-(pyrrolidin-2-yl)imidazo[1,5-a]pyrazin-1-yl)-N-(pyridin-2-yl)benzamide.
Another synthetic route involves a modified Strecker reaction, in which a phenol is reacted with a nitrochloride under acidic conditions to form a nitrophenol.
The nitrophenol is then treated with a Grignard reagent and an amine in the presence of a base to form a substituted imidazole.
Finally, the imidazole is treated with a diazo compound and a base to form the final product (S)-4-(8-amino-3-(pyrrolidin-2-yl)imidazo[1,5-a]pyrazin-1-yl)-N-(pyridin-2-yl)benzamide.
Yet another synthetic route involves a sequence of reactions starting from the halogenation of benzene, followed by a Suzuki coupling reaction with a boronic acid, and finally an O-demethylation step to form the final product (S)-4-(8-amino-3-(pyrrolidin-2-yl)imidazo[1,5-a]pyrazin-1-yl)-N-(pyridin-2-yl)benzamide.
Overall, the synthesis of (S)-4-(8-amino-3-(pyrrolidin-2-yl)imidazo[1,5-a]pyrazin-1-yl)-N-(pyridin-2-yl)benzamide requires a combination of chemical reactions that can be carried out using standard laboratory equipment.
The length and complexity of the synthetic route may vary depending on the chosen starting materials and reaction conditions.
However, these synthetic routes demonstrate the feasibility of synthesizing (S)-4-(8-amino-3-(pyrrolidin-2-yl)imidazo[1,5-a]pyrazin-1-yl)-N-(pyridin-2-yl)benzamide and highlight the potential for further optimization of the synthesis process.
The chemical industry can benefit from the development of more efficient and cost-effective synthetic routes for this compound, as it may have applications in the treatment of various diseases.