The Production Process of 4-Ethynyl-2-pyrimidinamine

The production process of 4-ethynyl-2-pyrimidinamine, also known as 2-[(4-ethynyl-2-oxo-1,3-oxazolidin-3-yl)methylene]-5,6-dihydroimidazo[1,2-d][1,4]benzoxazepine, is a complex and multi-step process that involves several chemical reactions and purification steps.
In this article, we will take a detailed look at the production process of this compound.

Step 1: Synthesis of 4-ethynyl-2-oxo-1,3-oxazolidin-3-one
The production of 4-ethynyl-2-oxo-1,3-oxazolidin-3-one, also known as 4-ethynyl-2-oxo-1,3-oxazolidin-3-yl acetate, is the first step in the production of 4-ethynyl-2-pyrimidinamine.
This compound can be synthesized using various methods, such as the reaction of acetylene with sodium hydroxide in the presence of water, or by the reaction of acetaldehyde with sodium hydroxide in the presence of water.

Step 2: Condensation of 4-ethynyl-2-oxo-1,3-oxazolidin-3-one and 2-pyrimidinecarboxaldehyde
The next step in the production of 4-ethynyl-2-pyrimidinamine is the condensation of 4-ethynyl-2-oxo-1,3-oxazolidin-3-one and 2-pyrimidinecarboxaldehyde.
This reaction can be carried out by heating the two compounds in the presence of a catalyst, such as iron(III) chloride, under conditions that allow the formation of the desired product.

Step 3: Reduction of the Nitro Group
The next step in the production of 4-ethynyl-2-pyrimidinamine is the reduction of the nitro group to an amine group.
This can be achieved using a reducing agent, such as lithium aluminum hydride (LiAlH4), in the presence of an organic solvent, such as ethanol or ether.

Step 4: Ring Closure Reaction
The final step in the production of 4-ethynyl-2-pyrimidinamine is the ring closure reaction, which involves the joining of two carbon atoms to form a ring.
This reaction can be carried out by heating the reduced compound from step 3 under conditions that allow the formation of the desired product.

Purification and Isolation
Once the production process is complete, the resulting product must be purified and isolated from any impurities that may be present.
This can be achieved using various purification methods, such as crystallization, chromatography, and filtration.

Yield and Storage
The yield of 4-ethynyl-2-pyrimidinamine can vary depending on the specific production process and the purification methods used.
The resulting product should be stored in a cool, dry place and protected from light to prevent degradation.

Conclusion
The production process of 4-ethynyl-2-pyrimidinamine involves several chemical reactions and purification steps.
The compound can be synthesized using various methods, and the resulting product must be purified and isolated from any impurities.
The yield of the product can vary depending on the specific production process and the purification methods used.
The resulting product should be stored in a cool, dry place and protected from light to prevent degradation.