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2-methoxy-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyrimidine is a synthetic compound that has a wide range of applications in the chemical industry.
It is commonly used as a monomer for the production of polymers, as a building block for the synthesis of complex molecules, and as a intermediate in various chemical reactions.
This article will discuss the synthetic routes of 2-methoxy-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyrimidine, starting from its discovery and development up to its current industrial production methods.
Discovery and Development of 2-methoxy-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyrimidine
2-methoxy-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyrimidine was first synthesized in the 1960s by a group of researchers at Union Carbide Corporation.
The compound was synthesized using a complex sequence of reactions that involved the use of toxic and expensive reagents.
Despite the difficulties involved in its synthesis, the compound showed promising properties that made it a suitable candidate for various industrial applications.
Industrial Production of 2-methoxy-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyrimidine
Currently, 2-methoxy-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyrimidine is produced industrially using a variety of synthetic routes that have been developed over the years.
The most common method of production involves the use of a two-stage reaction sequence that involves the synthesis of a precursor compound followed by a chemical transformation to produce the final product.
The first stage of the synthesis involves the reaction of a compound known as a boronic acid with a phosphite in the presence of a base.
The reaction is catalyzed by a transition metal complex, and the product is isolated after workup.
The product is then treated with a halogenating agent to introduce the 2-methoxy group.
The second stage of the synthesis involves the treatment of the halogenated product with a Grignard reagent.
The reaction is carried out in the presence of a base and results in the formation of the final product.
Another method of production involves the use of a one-pot synthesis protocol that combines the synthesis of the boronic acid precursor and the introduction of the 2-methoxy group in a single step.
The reaction is carried out in the presence of a transition metal catalyst and results in the formation of the final product after workup.
Applications of 2-methoxy-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyrimidine
2-methoxy-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyrimidine has a wide range of applications in the chemical industry.
It is commonly used as a monomer for the production of polymers, as a building block for the synthesis of complex molecules, and as an intermediate in various chemical reactions.
As a monomer, 2-methoxy-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyrimid