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2-[1-(4-Methylphenyl)-1H-pyrazol-5-yl]pyrimidine is an important compound in the field of medicinal chemistry and has been studied for its potential therapeutic use in various diseases.
The synthesis of this compound has been extensively studied in the chemical literature, with several synthetic routes reported.
In this article, we will discuss some of the most commonly used synthetic routes for the preparation of 2-[1-(4-methylphenyl)-1H-pyrazol-5-yl]pyrimidine.
Route 1: via 4-methyl-5-(2-nitrophenylamino)pyrimidine
One of the most common synthetic routes for 2-[1-(4-methylphenyl)-1H-pyrazol-5-yl]pyrimidine involves the synthesis of 4-methyl-5-(2-nitrophenylamino)pyrimidine, which is then converted to the desired compound through a series of chemical transformations.
The synthesis of 4-methyl-5-(2-nitrophenylamino)pyrimidine can be accomplished by several methods, including the reaction of 4-methylpyrimidine-5-carboxylic acid with 2-nitrophenylamine in the presence of a strong acid catalyst, such as sulfuric acid.
Route 2: via 1-(4-methylphenyl)-3-(2-nitrophenyl)pyrazol-5-one
Another common synthetic route for 2-[1-(4-methylphenyl)-1H-pyrazol-5-yl]pyrimidine involves the synthesis of 1-(4-methylphenyl)-3-(2-nitrophenyl)pyrazol-5-one, which is then converted to the desired compound through a series of chemical transformations.
The synthesis of 1-(4-methylphenyl)-3-(2-nitrophenyl)pyrazol-5-one can be accomplished by several methods, including the reaction of 1-(4-methylphenyl)pyrazol-3-one with 2-nitrophenylhydrazine in the presence of a solvent, such as acetonitrile or DMF.
Route 3: via 2-[1-(4-methylphenyl)-1H-pyrazol-5-yl]pyrimidine-5-boronic acid
A third synthetic route for 2-[1-(4-methylphenyl)-1H-pyrazol-5-yl]pyrimidine involves the synthesis of 2-[1-(4-methylphenyl)-1H-pyrazol-5-yl]pyrimidine-5-boronic acid, which is then converted to the desired compound through a series of chemical transformations.
The synthesis of 2-[1-(4-methylphenyl)-1H-pyrazol-5-yl]pyrimidine-5-boronic acid can be accomplished by several methods, including the reaction of 2-[1-(4-methylphenyl)-1H-pyrazol-5-yl]pyrimidine-5-carboxylic acid with boronic acid derivatives, such as pinacol boronate or boronic acid aspirinate.
Route 4: via 2-[1-(4-methylphenyl)-1H-pyrazol-5-yl]pyrimidine-5-sulfonyl chloride
A fourth synthetic route for 2-[1-(4-methylphenyl)-1H-pyrazol-5-yl]pyrimidine involves the synthesis of 2-[1-(4-methylphenyl)-1H-pyrazol-5