The Synthetic Routes of Benzoic acid, 3-[(6-amino-3-pyridazinyl)methyl]-, methyl ester

Benzoic acid, 3-[(6-amino-3-pyridazinyl)methyl]-, methyl ester, also known as MK-8628, is a synthetic compound that is used in various applications in the chemical industry.
This compound is primarily used as a starting material for the synthesis of other chemicals and drugs.
The synthetic routes of MK-8628 can be broadly classified into two categories: direct synthesis and indirect synthesis.

Direct Synthesis of MK-8628:

Direct synthesis of MK-8628 involves the formation of the methyl ester group through a direct reaction between benzoic acid and 6-amino-3-pyridazinylmethyl chloride.
The reaction conditions for this process typically involve the use of an inorganic base, such as sodium hydroxide, in the presence of a polar solvent, such as water or dimethylformamide.
The reaction proceeds through an initial deprotonation step, followed by a condensation reaction between the two reagents.

Indirect Synthesis of MK-8628:

Indirect synthesis of MK-8628 involves the synthesis of the 6-amino-3-pyridazinylmethyl chloride group, followed by its reaction with benzoic acid to form the methyl ester group.
The synthesis of the 6-amino-3-pyridazinylmethyl chloride group can be achieved through various routes, including the reaction of 2-chloropyridazine with a primary amine in the presence of an acid catalyst.
This reaction can be carried out in a polar solvent, such as dimethylformamide, at elevated temperatures.
The resulting product can then be treated with a base, such as sodium hydroxide, to convert it to the 6-amino-3-pyridazinylmethyl amide.
The amide can then be converted to the chloride through treatment with hydrochloric acid.
Finally, the 6-amino-3-pyridazinylmethyl chloride can be reacted with benzoic acid in the presence of an inorganic base, such as sodium hydroxide, to form MK-8628.

One advantage of the indirect synthesis route is that it allows for the synthesis of the 6-amino-3-pyridazinylmethyl group in a single reaction step, rather than through a series of separate steps.
This can simplify the overall synthesis and reduce the number of isolation and purification steps required.
However, the indirect synthesis route typically requires the use of more reagents and may have a higher energy input than the direct synthesis route.

Applications of MK-8628:

MK-8628 is primarily used as a building block for the synthesis of other chemicals and pharmaceuticals.
Its methyl ester group makes it a good candidate for treatment with various reagents to introduce functional groups that are useful in further synthetic transformations.
For example, the methyl ester group can be hydrolyzed to form a carboxylic acid group, which can be subsequently converted to an amide or an alkyl ester through a variety of reactions.
The 6-amino-3-pyridazinylmethyl group can also be modified through a range of reactions, such as substitution reactions, condensation reactions, and reductions.

In the pharmaceutical industry, MK-8628 is of particular interest as a starting material for the synthesis of new drugs.
Its unique structural features make it a versatile building block for the development of new drugs with a wide range of biological activities.
It can be used as a precursor to drugs with antiviral, antibacterial, anti-inflammat