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(2,4-Dichloro-pyrimidin-5-ylmethyl)-ethyl-amine, also known as 2,4-DCPyMA, is a commonly used intermediate in the production of various pharmaceuticals, agrochemicals, and chemical products.
This compound can be synthesized through several different methods, each with its own advantages and disadvantages.
In this article, we will discuss the most commonly used synthetic routes for the preparation of 2,4-DCPyMA.
Synthetic Route 1: via N-Boc-2,4-Pyridine Ethanamine
This route involves the synthesis of N-Boc-2,4-Pyridine Ethanamine, which is then converted into 2,4-DCPyMA through a series of chemical reactions.
The synthesis of N-Boc-2,4-Pyridine Ethanamine involves the reaction of 2,4-dichloropyrimidine with ethanolamine in the presence of a strong acid catalyst.
The product is then treated with a Boc-protecting group to prevent further reaction, which is then cleaved under acidic conditions to yield the desired compound.
Advantages:
- This route is relatively simple and straightforward.
- It does not require the use of hazardous reagents.
- The synthesis of N-Boc-2,4-Pyridine Ethanamine can be scaled up easily.
Disadvantages:
- The reaction between 2,4-dichloropyrimidine and ethanolamine can be difficult to control, which can lead to poor yield.
- The synthesis of N-Boc-2,4-Pyridine Ethanamine requires the use of a strong acid catalyst, which can be expensive and not environmentally friendly.
Synthetic Route 2: via N-Cbz-2,4-Pyridine Ethanamine
This route is similar to the first route but uses N-Cbz-2,4-Pyridine Ethanamine instead of N-Boc-2,4-Pyridine Ethanamine.
The synthesis of N-Cbz-2,4-Pyridine Ethanamine involves the reaction of 2,4-dichloropyrimidine with ethanolamine in the presence of a strong acid catalyst.
The product is then treated with a Cbz-protecting group to prevent further reaction, which is then cleaved under acidic conditions to yield the desired compound.
Advantages:
- This route is similar to the first route and shares the same advantages and disadvantages.
- The synthesis of N-Cbz-2,4-Pyridine Ethanamine can be scaled up easily.
Disadvantages:
- The reaction between 2,4-dichloropyrimidine and ethanolamine can be difficult to control, which can lead to poor yield.
- The synthesis of N-Cbz-2,4-Pyridine Ethanamine requires the use of a strong acid catalyst, which can be expensive and not environmentally friendly.
Synthetic Route 3: via N-Me-2,4-Pyridine Ethanamine
This route involves the synthesis of N-Me-2,4-Pyridine Ethanamine, which is then converted into 2,4-DCPyMA through a series of chemical reactions.
The synthesis of N-Me-2,4-Pyridine Ethanamine involves the reaction of 2,4-dichloropyrimidine with ethanolamine in the presence of a strong acid catalyst.
The product is then treated with a Me-protecting group to prevent further reaction, which is then cleaved under acidic conditions to yield the desired compound.
Advantages: