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The Production Process of 5-Acetyl-N-[(1S)-2-[3-(3-chloro-4-cyanophenyl)-1H-pyrazol-1-yl]-1-methylethyl]-1H-pyrazole-3-carboxamide: A Comprehensive Overview
In the chemical industry, the production of high-quality intermediates and active pharmaceutical ingredients (APIs) is a complex and intricate process that involves several stages, from the synthesis of raw materials to the final product.
The production process of 5-acetyl-N-[(1S)-2-[3-(3-chloro-4-cyanophenyl)-1H-pyrazol-1-yl]-1-methylethyl]-1H-pyrazole-3-carboxamide, a promising anti-inflammatory and analgesic compound, is no exception.
This article provides a comprehensive overview of the production process of 5-acetyl-N-[(1S)-2-[3-(3-chloro-4-cyanophenyl)-1H-pyrazol-1-yl]-1-methylethyl]-1H-pyrazole-3-carboxamide, highlighting the key stages and the challenges associated with each stage.
The article aims to provide readers with a deep understanding of the production process, as well as the factors that influence the quality and yield of the final product.
Section 1: Synthesis of Intermediate
The production of 5-acetyl-N-[(1S)-2-[3-(3-chloro-4-cyanophenyl)-1H-pyrazol-1-yl]-1-methylethyl]-1H-pyrazole-3-carboxamide begins with the synthesis of an intermediate, 1-(3-chloro-4-cyanophenyl)-3-(1H-pyrazol-1-yl)urea.
This intermediate is synthesized by a reaction between 3-chloro-4-cyanophenyl amine and 1H-pyrazole-3-carboxylic acid in the presence of a strong acid catalyst, such as hydrochloric acid.
The reaction is exothermic, and the temperature must be carefully controlled to avoid excessive heating and possible explosion.
Section 2: Condensation Reaction
The next step in the production process is the condensation reaction between 1-(3-chloro-4-cyanophenyl)-3-(1H-pyrazol-1-yl)urea and N-acetyl-L-alanine in the presence of a condensation agent, such as dicyclohexylcarbodiimide (DCC).
The reaction produces 5-acetyl-N-[(1S)-2-[3-(3-chloro-4-cyanophenyl)-1H-pyrazol-1-yl]-1-methylethyl]-1H-pyrazole-3-carboxamide, which is an oil-like substance with a distinctive odor.
Section 3: Purification and Isolation of the Product
After the condensation reaction, the product is purified and isolated through a series of chemical reactions and purification steps.
The first step is to convert the crude product into a water-soluble derivative, which is then extracted with a solvent, such as ethyl acetate.
The organic phase is then dried, filtered, and concentrated under reduced pressure to remove any remaining impurities.
The next step is to crystallize the pure product, which is typically done by slowly adding a crystallization agent, such as ethanol or aqueous sodium hydroxide, to the concentrated solution.
The crystals are then isolated by filtration and washed with a solvent, such as ethanol or water, to remove any impurities.
Section 4: Characterization of the Product
Once the pure product has been isolated, it undergoes rigorous characterization to determine its chemical structure, purity