Cas no 479685-13-7 (1-Boc-4-(3-Amino-6-bromopyrazin-2-yl)piperazine)

1-Boc-4-(3-Amino-6-bromopyrazin-2-yl)piperazine is a high-purity intermediate used in pharmaceutical and agrochemical research. Its key structural features include a Boc-protected piperazine moiety and a bromopyrazine ring with an amino substituent, making it a versatile building block for further functionalization. The bromine atom allows for cross-coupling reactions, while the Boc group provides stability and selective deprotection options. This compound is particularly valuable in medicinal chemistry for the synthesis of heterocyclic scaffolds, enabling the development of bioactive molecules. Its well-defined reactivity and compatibility with standard synthetic protocols enhance its utility in targeted drug discovery and optimization processes.
1-Boc-4-(3-Amino-6-bromopyrazin-2-yl)piperazine structure
479685-13-7 structure
Product Name:1-Boc-4-(3-Amino-6-bromopyrazin-2-yl)piperazine
CAS No:479685-13-7
MF:C13H20BrN5O2
MW:358.234201431274
MDL:MFCD12923115
CID:838649
Update Time:2025-11-02

1-Boc-4-(3-Amino-6-bromopyrazin-2-yl)piperazine Chemical and Physical Properties

Names and Identifiers

    • 1-Boc-4-(3-Amino-6-bromopyrazin-2-yl)piperazine
    • tert-butyl 4-(3-amino-6-bromopyrazin-2-yl)piperazine-1-carboxylate
    • MDL: MFCD12923115
    • Inchi: 1S/C13H20BrN5O2/c1-13(2,3)21-12(20)19-6-4-18(5-7-19)11-10(15)16-8-9(14)17-11/h8H,4-7H2,1-3H3,(H2,15,16)
    • InChI Key: LJDVAJMXKQFLJO-UHFFFAOYSA-N
    • SMILES: BrC1=CN=C(C(=N1)N1CCN(C(=O)OC(C)(C)C)CC1)N

Computed Properties

  • Exact Mass: 357.08000
  • Hydrogen Bond Donor Count: 1
  • Hydrogen Bond Acceptor Count: 7
  • Heavy Atom Count: 21
  • Rotatable Bond Count: 4

Experimental Properties

  • Density: 1.463±0.06 g/cm3 (20 oC 760 Torr),
  • Solubility: Slightly soluble (3.2 g/l) (25 o C),
  • PSA: 84.58000
  • LogP: 2.46250

1-Boc-4-(3-Amino-6-bromopyrazin-2-yl)piperazine Security Information

1-Boc-4-(3-Amino-6-bromopyrazin-2-yl)piperazine Customs Data

  • HS CODE:2933990090
  • Customs Data:

    China Customs Code:

    2933990090

    Overview:

    2933990090. Other heterocyclic compounds containing only nitrogen heteroatoms. VAT:17.0%. Tax refund rate:13.0%. Regulatory conditions:nothing. MFN tariff:6.5%. general tariff:20.0%

    Declaration elements:

    Product Name, component content, use to, Please indicate the appearance of Urotropine, 6- caprolactam please indicate the appearance, Signing date

    Summary:

    2933990090. heterocyclic compounds with nitrogen hetero-atom(s) only. VAT:17.0%. Tax rebate rate:13.0%. . MFN tariff:6.5%. General tariff:20.0%

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Additional information on 1-Boc-4-(3-Amino-6-bromopyrazin-2-yl)piperazine

Comprehensive Guide to 1-Boc-4-(3-Amino-6-bromopyrazin-2-yl)piperazine (CAS No. 479685-13-7): Properties, Applications, and Market Insights

1-Boc-4-(3-Amino-6-bromopyrazin-2-yl)piperazine (CAS No. 479685-13-7) is a specialized heterocyclic compound that has garnered significant attention in pharmaceutical and agrochemical research. This compound, featuring a piperazine core modified with a Boc-protected amino group and a bromopyrazine moiety, serves as a versatile building block in medicinal chemistry. Its unique structure makes it valuable for designing novel drug candidates, particularly in the development of kinase inhibitors and other targeted therapies.

The 1-Boc-4-(3-Amino-6-bromopyrazin-2-yl)piperazine molecule combines the advantages of both piperazine and pyrazine scaffolds, which are known for their bioactivity and synthetic utility. The presence of the Boc (tert-butoxycarbonyl) protecting group enhances the compound's stability during synthetic procedures, while the bromine atom offers a reactive site for further functionalization through cross-coupling reactions. Researchers frequently employ this compound in Suzuki-Miyaura and Buchwald-Hartwig couplings to create diverse molecular architectures.

In recent years, the demand for 1-Boc-4-(3-Amino-6-bromopyrazin-2-yl)piperazine has increased due to its applications in developing anticancer agents and central nervous system (CNS) drugs. The compound's ability to modulate protein-protein interactions and enzyme activity makes it particularly valuable in precision medicine approaches. Pharmaceutical companies are exploring its potential in creating next-generation therapies for conditions such as Alzheimer's disease, Parkinson's disease, and various oncological indications.

The synthesis of 1-Boc-4-(3-Amino-6-bromopyrazin-2-yl)piperazine typically involves multi-step organic transformations, starting from commercially available piperazine derivatives. Key steps include Boc protection of the amine group, followed by selective bromination of the pyrazine ring. The final product is usually obtained as a white to off-white crystalline powder with high purity (>95%), suitable for research and development purposes. Analytical techniques such as HPLC, NMR, and mass spectrometry are employed to confirm its identity and quality.

From a market perspective, 1-Boc-4-(3-Amino-6-bromopyrazin-2-yl)piperazine represents a growing segment in the fine chemicals industry. With the increasing focus on personalized medicine and targeted drug delivery, the compound has seen rising demand from both academic institutions and pharmaceutical companies. Current research trends indicate particular interest in its application for protein kinase inhibitors, which are crucial in cancer treatment strategies. The global market for such specialized intermediates is projected to grow steadily, driven by advancements in bioconjugation techniques and drug discovery platforms.

Storage and handling of 1-Boc-4-(3-Amino-6-bromopyrazin-2-yl)piperazine require standard laboratory precautions. The compound should be kept in a cool, dry environment, protected from light and moisture to maintain its stability. While not classified as hazardous under normal conditions, researchers should follow good laboratory practices when working with this material, including the use of appropriate personal protective equipment.

For scientists seeking alternatives or derivatives, several structurally related compounds exist in the piperazine-pyrazine family. These include various Boc-protected analogs with different halogen substitutions or additional functional groups. The choice between these derivatives depends on the specific requirements of the synthetic pathway or biological target being addressed.

The future of 1-Boc-4-(3-Amino-6-bromopyrazin-2-yl)piperazine research appears promising, with ongoing investigations into its potential as a scaffold for multi-target directed ligands (MTDLs) in neurodegenerative diseases. Its modular structure allows for systematic modifications to optimize pharmacological properties, making it a valuable tool in modern drug discovery pipelines. As the pharmaceutical industry continues to embrace fragment-based drug design, compounds like this will likely play increasingly important roles in developing innovative therapeutic solutions.

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