1-(2-pyrimidinyl)piperazine

1-(2-Pyrimidinyl)piperazine is a chemical compound that belongs to the class of organic compounds known as piperazines. Piperazines are compounds containing a piperazine ring, which is a saturated aliphatic six-member ring with two nitrogen atoms at opposite positions.

Structure and Properties

1-(2-Pyrimidinyl)piperazine is characterized by a piperazine ring substituted by a pyrimidine ring. The pyrimidine ring is a six-membered heterocyclic ring, analogous to benzene and pyridine, containing two nitrogen atoms at positions 1 and 3.

The molecular formula of 1-(2-Pyrimidinyl)piperazine is C8H11N3. It has a molar mass of 149.2 g/mol.

Synthesis

The synthesis of 1-(2-Pyrimidinyl)piperazine involves the reaction of 2-chloropyrimidine with piperazine in the presence of a base. This reaction is typically carried out in a polar aprotic solvent such as dimethylformamide (DMF) or dimethyl sulfoxide (DMSO).

Applications

1-(2-Pyrimidinyl)piperazine is primarily used in the pharmaceutical industry. It is a key intermediate in the synthesis of various drugs, including some antidepressants and antipsychotics.

For example, it is used in the synthesis of buspirone, a medication primarily used to treat anxiety disorders. It is also used in the synthesis of gepirone, an antidepressant and anxiolytic drug.

Safety and Toxicity

As with all chemical compounds, handling of 1-(2-Pyrimidinyl)piperazine should be done with care. It may cause irritation to the skin and eyes, and may be harmful if swallowed or inhaled.

See Also

• Piperazine
• Pyrimidine
• Buspirone
• Gepirone

References

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