For chemists and researchers engaged in fine chemical synthesis, a thorough understanding of the properties of key intermediates is fundamental to successful project outcomes. 6-Bromo-5-chloropyridin-2-amine (CAS: 1004294-58-9) is one such intermediate, prized for its specific reactivity and utility across various industries, notably pharmaceuticals and agrochemicals. This article provides a detailed overview of its chemical properties, reaction profiles, and the importance of sourcing it from reputable manufacturers.

Chemical Identity and Physical Characteristics

Chemical Name: 6-Bromo-5-chloropyridin-2-amine
CAS Number: 1004294-58-9
Molecular Formula: C5H4BrClN2
Molecular Weight: 207.456 g/mol
Appearance: Typically observed as a white solid.

The compound's physical state as a solid indicates a relatively stable compound under standard conditions, and its white appearance suggests a high degree of purity, which is often a critical requirement for its downstream applications.

Key Chemical Reactivity and Transformations

The functional groups present in 6-Bromo-5-chloropyridin-2-amine dictate its versatile chemical behavior:

  • Halogen Reactivity: The bromine atom at the 6-position and the chlorine atom at the 5-position are susceptible to nucleophilic aromatic substitution under appropriate conditions. More significantly, these halogens, particularly bromine, are excellent leaving groups in transition metal-catalyzed cross-coupling reactions. Palladium-catalyzed reactions such as Suzuki-Miyaura (with boronic acids), Heck (with alkenes), and Sonogashira (with alkynes) are frequently employed to form new carbon-carbon bonds, enabling the construction of complex molecular architectures.
  • Amino Group Reactivity: The primary amino group at the 2-position is nucleophilic and can participate in a range of reactions, including acylation to form amides, alkylation, and Schiff base formation with aldehydes or ketones. This group also influences the electronic properties of the pyridine ring.
  • Pyridine Ring System: The heterocyclic pyridine ring itself can undergo electrophilic substitution, though its reactivity is modulated by the existing substituents.

These properties make 6-Bromo-5-chloropyridin-2-amine an invaluable synthon for building molecules with targeted functionalities, essential for drug discovery and the development of advanced agrochemicals.

Applications and Sourcing Considerations

As a versatile intermediate, 6-Bromo-5-chloropyridin-2-amine finds extensive use in:

  • Pharmaceuticals: Synthesis of APIs for various therapeutic areas.
  • Agrochemicals: Production of pesticides, herbicides, and fungicides.
  • Dyes and Pigments: Intermediate for specialty colorants.
  • Flavors and Fragrances: Component in synthesizing aroma chemicals.

When seeking to buy 6-Bromo-5-chloropyridin-2-amine, it is imperative to source from reliable manufacturers like NINGBO INNO PHARMCHEM CO.,LTD. These suppliers ensure high purity (often ≥98.0%) and provide essential documentation such as Certificates of Analysis (COA) and Material Safety Data Sheets (MSDS). Their expertise in chemical manufacturing guarantees that you receive a consistent, high-quality product, facilitating successful research and production outcomes.