The Synthetic Routes of 1H-Pyrazolo[3,4-b]pyridine,3-methyl-(9CI)

The synthesis of 1H-Pyrazolo[3,4-b]pyridine,3-methyl-(9CI) is an important process in the chemical industry.
This compound is widely used as an intermediate in the synthesis of various pharmaceuticals and agrochemicals.
There are several synthetic routes to this compound, and in this article, we will discuss some of the most commonly used synthetic routes.

Route 1: via N-Methylpyrazole-1,2-diamine

This route involves the synthesis of N-methylpyrazole-1,2-diamine, followed by its reduction to 1H-Pyrazolo[3,4-b]pyridine,3-methyl-(9CI).
The synthesis of N-methylpyrazole-1,2-diamine can be accomplished via two different methods: direct nitration of methylanthranilate or nitration of aniline followed by reduction of the nitro group to the amine.
The reduction of N-methylpyrazole-1,2-diamine to 1H-Pyrazolo[3,4-b]pyridine,3-methyl-(9CI) can be achieved using hydride reduction or hydrogenation over a metal catalyst.

Route 2: via Pyrazole-1,2-diamine

This route also involves the synthesis of Pyrazole-1,2-diamine, followed by its reduction to 1H-Pyrazolo[3,4-b]pyridine,3-methyl-(9CI).
The synthesis of Pyrazole-1,2-diamine can be accomplished via two different methods: synthesis from ammonia and anthranilic acid or via the Wolff-Kishner reduction of 2-nitroaniline.
The reduction of Pyrazole-1,2-diamine to 1H-Pyrazolo[3,4-b]pyridine,3-methyl-(9CI) can be achieved using hydride reduction or hydrogenation over a metal catalyst.

Route 3: via 2-Methyl-3-nitroaniline

This route involves the synthesis of 2-methyl-3-nitroaniline, followed by its reduction to 1H-Pyrazolo[3,4-b]pyridine,3-methyl-(9CI).
The synthesis of 2-methyl-3-nitroaniline can be accomplished via the nitration of 2-methylaniline or the nitro condensation of methylaniline and nitrobenzene.
The reduction of 2-methyl-3-nitroaniline to 1H-Pyrazolo[3,4-b]pyridine,3-methyl-(9CI) can be achieved using hydride reduction or hydrogenation over a metal catalyst.

In conclusion, there are several synthetic routes to 1H-Pyrazolo[3,4-b]pyridine,3-methyl-(9CI), and the choice of route depends on the availability of starting materials and the desired yield and purity of the product.
The three routes discussed in this article are commonly used in the chemical industry, and the selection of the optimal route depends on the specific requirements of the process.
The reduction of the nitro or amine groups to give the final product is a critical step in the synthesis and must be carried out with care to ensure the desired yield and purity of the product.