The Production Process of O-(1,1-Dimethylethyl) S-(4,6-dimethyl-2-pyrimidinyl) carbonothioate

O-(1,1-Dimethylethyl) S-(4,6-dimethyl-2-pyrimidinyl) carbonothioate, also known as EF24, is a selective estrogen receptor modulator (SERM) that is used in the treatment of breast cancer.
In this article, we will explore the production process of EF24, which involves several steps starting from the synthesis of the basic structure to the final product.

Step 1: Synthesis of the basic structure
The synthesis of the basic structure of EF24 involves the condensation of p-toluenesulfonyl chloride and 4-chloro-6-methyl-2-pyrimidine.
The reaction is carried out in the presence of a solvent such as dichloromethane, and the products are isolated by filtration and washed with water and saturated aqueous sodium bicarbonate.

Step 2: Condensation with dimethyl sulfate
The basic structure obtained in step 1 is then condensed with dimethyl sulfate in the presence of a solvent such as pyridine.
This reaction involves the addition of the sulfate group to the basic structure, which results in the formation of a sulfonated derivative.

Step 3: Condensation with N-methyl piperazine
The sulfonated derivative obtained in step 2 is then condensed with N-methyl piperazine in the presence of a solvent such as ethanol.
This reaction forms a new sulfur-containing compound that is further processed to obtain the desired product.

Step 4: Condensation with dimethyl sulfate and hydrolysis
The sulfur-containing compound obtained in step 3 is then condensed with dimethyl sulfate again in the presence of a solvent such as pyridine.
This reaction adds another sulfonated group to the compound, which is then hydrolyzed using a strong acid such as hydrochloric acid.

Step 5: Purification and isolation
The resulting product is then purified and isolated by several methods such as filtration, crystallization, and chromatography.
The pure product is then characterized using various techniques such as spectroscopy, chromatography, and mass spectrometry to ensure its purity and identity.

Overall, the production process of EF24 involves several steps that require careful handling and control of the reaction conditions to ensure the formation of the desired product.
The product is then purified and isolated using various methods to obtain a pure and stable compound that can be used for medicinal applications.