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The production process of 4-chloro-2-methanesulfinyl-6-methoxy-pyrimidine, also known as Methyl 2-[[4-chloro-2-(methylthio)-5-oxo-2,3-dihydro-1H-pyrimidin-1-yl]sulfinyl]-6-oxo-5,6-dihydroimidazo[1,2-d][1,4]benzoxazepine-3-carboxylate, is a complex and multi-step process that involves various chemical reactions and purification steps.
The following is a detailed description of the production process of this compound.
Step 1: Synthesis of 4-chloro-2-(methylthio)-5-oxo-2,3-dihydro-1H-pyrimidine
The synthesis of 4-chloro-2-(methylthio)-5-oxo-2,3-dihydro-1H-pyrimidine, also known as Pyrimidine 3, involves several chemical reactions and purification steps.
The synthesis process can be broken down into the following steps:
Purification Step 1: Crystallization
The product obtained from the reaction is dissolved in a mixture of ethanol and water, and then allowed to crystallize.
The crystals are collected by filtration and dried under vacuum to remove any remaining solvent.
Purification Step 2: Chromatography
The crystals are then dissolved in a appropriate solvent and passed through a column packed with an appropriate stationary phase.
The compound is eluted with a mixture of solvents and the desired product is collected and dried under vacuum.
Reaction Steps:
- To a solution of 2,3-dihydro-1H-pyrimidine-5-carbaldehyde (1 eq.
) in N,N-dimethylformamide (DMF) at 0°C is added dimethyl sulfone (2 eq.
) dropwise.
The reaction is allowed to warm to room temperature and stirred overnight. - The reaction mixture is then treated with sodium carbonate solution and the mixture is extracted with ether.
- The organic layer is dried over anhydrous sodium sulfate, filtered, and concentrated.
The resulting product is then subjected to the purification steps described above to obtain pure 4-chloro-2-(methylthio)-5-oxo-2,3-dihydro-1H-pyrimidine.
Step 2: Synthesis of 6-methoxy-pyrimidine-2-carboxylic acid
The synthesis of 6-methoxy-pyrimidine-2-carboxylic acid involves several chemical reactions and purification steps.
The synthesis process can be broken down into the following steps:
Purification Step 1: Crystallization
The product obtained from the reaction is dissolved in a mixture of ethanol and water, and then allowed to crystallize.
The crystals are collected by filtration and dried under vacuum to remove any remaining solvent.
Purification Step 2: Chromatography
The crystals are then dissolved in a appropriate solvent and passed through a column packed with an appropriate stationary phase.
The compound is eluted with a mixture of solvents and the desired product is collected and dried under vacuum.
Reaction Steps:
- To a solution of 2-amino-6-methoxy-pyridine (1 eq.
) in N,N-dimethylformamide (DMF) at 0°C is added 1-hydroxy-1H-pyrazole-5-car