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Pyridazine-4-boronic acid pinacol ester is an important intermediate in the synthesis of various chemical compounds, and it has great potential for use in the pharmaceutical, agrochemical, and other industries.
The development of efficient and practical synthetic routes for this compound is of great significance for the industrial production of this material.
In this article, we will discuss several synthetic routes for pyridazine-4-boronic acid pinacol ester and their applications in the chemical industry.
- Route 1: via boronation of pyridazine
The first reported synthetic route for pyridazine-4-boronic acid pinacol ester was via boronation of pyridazine.
In this route, pyridazine is treated with a boronic acid in the presence of a catalyst, such as sodium hydroxide, to form the boronic acid pinacol ester.
The reaction conditions, such as the solvent, temperature, and amount of reagents, play an important role in the efficiency and selectivity of the reaction.
This route has been widely used in industry, as it is simple, mild, and efficient, and allows for good control of the reaction conditions.
However, it has some drawbacks, such as the limited availability of some boronic acids, the need for careful handling of the boron source, and the potential for side reactions.
- Route 2: via Friedel-Crafts reaction
Another synthetic route for pyridazine-4-boronic acid pinacol ester is via the Friedel-Crafts reaction.
In this route, a boronic acid is reacted with pyridazine in the presence of a Lewis acid catalyst, such as aluminum chloride, to form the boronic acid pinacol ester.
The reaction conditions, such as the solvent, temperature, and amount of reagents, play an important role in the efficiency and selectivity of the reaction.
This route is also widely used in industry, as it is simple and efficient, and allows for good control of the reaction conditions.
However, it has some drawbacks, such as the high reaction temperature required, the potential for side reactions, and the need for careful handling of the Lewis acid catalyst.
- Route 3: via microwave-assisted synthesis
Recently, a microwave-assisted synthetic route for pyridazine-4-boronic acid pinacol ester has been reported.
In this route, pyridazine and a boronic acid are mixed with a solvent, such as dimethylformamide, and irradiated with microwaves to initiate the reaction.
The reaction conditions, such as the solvent, irradiation time, and amount of reagents, play an important role in the efficiency and selectivity of the reaction.
This route has several advantages, such as its simplicity, high efficiency, and quick reaction time.
However, it also has some drawbacks, such as the limited availability of some boronic acids, and the potential for uneven heating and overheating of the reaction mixture.
- Route 4: via boronic ester-boronic acid exchange
Another synthetic route for pyridazine-4-boronic acid pinacol ester is via boronic ester-boronic acid exchange.
In this route, a boronic acid ester is reacted with a boronic acid in the presence of a base, such as potassium carbonate, to form the boronic acid pinacol ester.
The reaction conditions, such as the solvent, temperature, and amount of reagents, play an important role in the efficiency and selectivity of the reaction.
This route is of great interest in industry, as it is a simple and practical method for the synthesis of this compound, and it allows for good control of the reaction conditions.
However, it has some drawbacks, such as the limited availability of some boronic acid esters, the need for careful handling of the reagents,