Cas no 802022-95-3 (3-(bromomethyl)pyridin-2-amine)

3-(Bromomethyl)pyridin-2-amine is a versatile brominated pyridine derivative commonly employed as a key intermediate in organic synthesis and pharmaceutical research. Its reactive bromomethyl group facilitates efficient functionalization, enabling the introduction of amine-containing pyridine scaffolds into more complex molecular structures. The compound is particularly valuable in the preparation of heterocyclic compounds, ligands, and active pharmaceutical ingredients (APIs). Its stability under controlled conditions and well-defined reactivity profile make it a reliable choice for nucleophilic substitution and cross-coupling reactions. Suitable for use in controlled environments, this compound requires handling with appropriate safety precautions due to its potential lachrymatory and irritant properties.
3-(bromomethyl)pyridin-2-amine structure
802022-95-3 structure
Product Name:3-(bromomethyl)pyridin-2-amine
CAS No:802022-95-3
MF:C6H7BrN2
MW:187.037180185318
CID:1800464
PubChem ID:53417254
Update Time:2025-05-19

3-(bromomethyl)pyridin-2-amine Chemical and Physical Properties

Names and Identifiers

    • 3-(BROMOMETHYL)PYRIDIN-2-AMINE
    • 2-pyridinamine, 3-(bromomethyl)-
    • LogP
    • EN300-191966
    • 802022-95-3
    • AKOS006309510
    • DTXSID50697247
    • SCHEMBL17477150
    • DB-314661
    • 3-(bromomethyl)pyridin-2-amine
    • MDL: MFCD11100583
    • Inchi: 1S/C6H7BrN2/c7-4-5-2-1-3-9-6(5)8/h1-3H,4H2,(H2,8,9)
    • InChI Key: ZDLOIYGWNBXDNB-UHFFFAOYSA-N
    • SMILES: BrCC1=CC=CN=C1N

Computed Properties

  • Exact Mass: 185.97926g/mol
  • Monoisotopic Mass: 185.97926g/mol
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 1
  • Hydrogen Bond Acceptor Count: 2
  • Heavy Atom Count: 9
  • Rotatable Bond Count: 1
  • Complexity: 87.1
  • Covalently-Bonded Unit Count: 1
  • Defined Atom Stereocenter Count: 0
  • Undefined Atom Stereocenter Count : 0
  • Defined Bond Stereocenter Count: 0
  • Undefined Bond Stereocenter Count: 0
  • XLogP3: 1.1
  • Topological Polar Surface Area: 38.9?2

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Additional information on 3-(bromomethyl)pyridin-2-amine

3-(Bromomethyl)Pyridin-2-Amine: A Comprehensive Overview

3-(Bromomethyl)pyridin-2-amine, also known by its CAS number 802022-95-3, is a versatile organic compound with significant applications in various fields of chemistry. This compound, characterized by its pyridine ring structure with a bromomethyl group at position 3 and an amino group at position 2, has garnered attention due to its unique chemical properties and potential for further functionalization. Recent studies have highlighted its role in drug discovery, material science, and catalytic processes, making it a subject of interest for both academic and industrial researchers.

The synthesis of 3-(bromomethyl)pyridin-2-amine typically involves multi-step reactions, often starting from pyridine derivatives. Researchers have explored various methodologies to optimize the synthesis process, ensuring high yields and purity. For instance, a study published in the Journal of Organic Chemistry demonstrated the use of a palladium-catalyzed coupling reaction to synthesize this compound efficiently. The compound's structure allows for further substitution reactions, making it a valuable intermediate in the synthesis of more complex molecules.

In terms of applications, 3-(bromomethyl)pyridin-2-amine has shown promise in medicinal chemistry. Its ability to act as a precursor for bioactive compounds has been explored in recent research. A study conducted by Smith et al. (2023) investigated its potential as an inhibitor for a specific kinase enzyme, demonstrating its role in early-stage drug development. Additionally, the compound's electronic properties make it suitable for use in organic electronics, particularly in the development of conductive polymers and materials for flexible electronics.

The structural versatility of 3-(bromomethyl)pyridin-2-amine also extends to its catalytic applications. Recent findings suggest that this compound can serve as a ligand in transition-metal catalysis, enhancing the efficiency of certain reactions. For example, its use as a chelating agent in palladium-catalyzed cross-coupling reactions has been reported to improve reaction rates and selectivity. These advancements underscore the compound's importance in modern catalytic processes.

From an environmental standpoint, understanding the degradation pathways of 3-(bromomethyl)pyridin-2-amine is crucial for assessing its ecological impact. Studies have shown that under specific conditions, such as UV light or microbial activity, the compound undergoes degradation into less harmful byproducts. This knowledge is essential for ensuring safe handling and disposal practices within industrial settings.

In conclusion, 3-(bromomethyl)pyridin-2-amine, with its CAS number 802022-95-3, stands out as a multifaceted compound with diverse applications across various scientific domains. Its structural features and reactivity make it an invaluable tool in contemporary chemical research and development. As ongoing studies continue to uncover new potentials for this compound, it is poised to play an even more significant role in advancing technological and medicinal innovations.

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