The Synthetic Routes of 3-[(6-Amino-3-pyridazinyl)methyl]benzonitrile

3-[(6-Amino-3-pyridazinyl)methyl]benzonitrile, also known as APB, is a compound that is commonly used in the pharmaceutical industry as an intermediate for the synthesis of various drugs.
The compound has a unique structure, which makes it an important building block for the synthesis of certain classes of drugs.
In this article, we will discuss the synthetic routes of 3-[(6-amino-3-pyridazinyl)methyl]benzonitrile and their importance in the chemical industry.

Synthetic Route 1: via 2-amino-5-chlorobenzoic acid

One of the most common synthetic routes for 3-[(6-amino-3-pyridazinyl)methyl]benzonitrile is via 2-amino-5-chlorobenzoic acid.
This route involves the synthesis of 2-amino-5-chlorobenzoic acid, which is then condensed with 3-bromobenzoic acid to form the desired compound.
The reaction is carried out in the presence of a solvent such as dichloromethane, and the product is isolated by precipitation with a solvent such as ether.
This route is commonly used due to the availability of the starting materials and the ease of isolation of the product.

Synthetic Route 2: via 3-nitro-2-[(1H-pyrazol-1-yl)methyl]benzoic acid

Another synthetic route for 3-[(6-amino-3-pyridazinyl)methyl]benzonitrile is via 3-nitro-2-[(1H-pyrazol-1-yl)methyl]benzoic acid.
This route involves the synthesis of 3-nitro-2-[(1H-pyrazol-1-yl)methyl]benzoic acid, which is then reduced to form the desired compound.
The reduction is carried out using a reducing agent such as lithium aluminum hydride, and the product is isolated by precipitation with a solvent such as ether.
This route is commonly used due to the availability of the starting materials and the ease of reduction of the product.

Synthetic Route 3: via 3-[(1H-pyrazol-1-yl)methyl]benzoic acid

A third synthetic route for 3-[(6-amino-3-pyridazinyl)methyl]benzonitrile is via 3-[(1H-pyrazol-1-yl)methyl]benzoic acid.
This route involves the synthesis of 3-[(1H-pyrazol-1-yl)methyl]benzoic acid, which is then cyclopropanated to form the desired compound.
The cyclopropanation is carried out using a cyclopropanation reagent such as dichloroacetic acid or a reagent such as 2-dimethylaminoethyl 4-nitrophenyl 3-maleimide.
This route is commonly used due to the availability of the starting materials and the ease of isolation of the product.

Synthetic Route 4: via 2-nitro-5-[(1H-pyrazol-1-yl)methyl]benzoic acid

A fourth synthetic route for 3-[(6-amino-3-pyridazinyl)methyl]benzonitrile is via 2-nitro-5-[(1H-pyrazol-1-yl)methyl]benzoic acid.
This route involves the synthesis of 2-nitro-5-[(1H-pyrazol-1-yl)methyl]benzoic acid, which is then reduced to form the desired compound.
The reduction is carried out using