Cas no 2416229-30-4 (3-Bromo-4-chloro-N,N-dimethylpyridin-2-amine)

3-Bromo-4-chloro-N,N-dimethylpyridin-2-amine is a halogenated pyridine derivative with a dimethylamino substituent, offering versatile reactivity for synthetic applications. Its bromo and chloro functional groups enable selective cross-coupling reactions, such as Suzuki or Buchwald-Hartwig couplings, making it valuable in pharmaceutical and agrochemical intermediates. The dimethylamino group enhances electron density, influencing regioselectivity in further modifications. This compound is characterized by high purity and stability, ensuring consistent performance in complex organic transformations. Its structural features make it a useful building block for constructing heterocyclic frameworks, particularly in medicinal chemistry for lead optimization. Suitable for research-scale and industrial applications requiring precise functionalization.
3-Bromo-4-chloro-N,N-dimethylpyridin-2-amine structure
2416229-30-4 structure
Product Name:3-Bromo-4-chloro-N,N-dimethylpyridin-2-amine
CAS No:2416229-30-4
MF:C7H8BrClN2
MW:235.508819580078
MDL:MFCD32668598
CID:5674507
PubChem ID:146155838
Update Time:2025-10-28

3-Bromo-4-chloro-N,N-dimethylpyridin-2-amine Chemical and Physical Properties

Names and Identifiers

    • EN300-26664500
    • 2416229-30-4
    • 3-Bromo-4-chloro-N,N-dimethylpyridin-2-amine
    • MDL: MFCD32668598
    • Inchi: 1S/C7H8BrClN2/c1-11(2)7-6(8)5(9)3-4-10-7/h3-4H,1-2H3
    • InChI Key: STWBQJXMGVSLSL-UHFFFAOYSA-N
    • SMILES: BrC1=C(C=CN=C1N(C)C)Cl

Computed Properties

  • Exact Mass: 233.95594g/mol
  • Monoisotopic Mass: 233.95594g/mol
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 0
  • Hydrogen Bond Acceptor Count: 2
  • Heavy Atom Count: 11
  • Rotatable Bond Count: 1
  • Complexity: 132
  • 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: 2.6
  • Topological Polar Surface Area: 16.1?2

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Additional information on 3-Bromo-4-chloro-N,N-dimethylpyridin-2-amine

3-Bromo-4-chloro-N,N-dimethylpyridin-2-amine: A Comprehensive Overview

The compound 3-Bromo-4-chloro-N,N-dimethylpyridin-2-amine (CAS No. 2416229-30-4) is a significant molecule in the field of organic chemistry, particularly within the realm of pyridine derivatives. This compound has garnered attention due to its unique structural properties and potential applications in various industries, including pharmaceuticals, agrochemicals, and materials science. In this article, we will delve into the structural characteristics, synthesis methods, and recent advancements in the utilization of this compound.

3-Bromo-4-chloro-N,N-dimethylpyridin-2-amine is a substituted pyridine derivative with a bromine atom at position 3, a chlorine atom at position 4, and an N,N-dimethylamino group at position 2. The presence of these substituents imparts distinctive electronic and steric properties to the molecule. Pyridine derivatives are known for their aromaticity and ability to participate in various chemical reactions, making them valuable in drug design and material synthesis.

Recent studies have highlighted the importance of N,N-dimethylamino groups in modulating the pharmacokinetic properties of molecules. The dimethylamino group in 3-Bromo-4-chloro-N,N-dimethylpyridin-2-amine enhances lipophilicity, which is crucial for drug absorption and bioavailability. Additionally, the halogen substituents (bromine and chlorine) contribute to the molecule's stability and reactivity, making it a versatile building block for further chemical transformations.

The synthesis of 3-Bromo-4-chloro-N,N-dimethylpyridin-2-amine typically involves multi-step processes that include nucleophilic substitution, electrophilic substitution, and amine alkylation. Researchers have explored various methodologies to optimize the yield and purity of this compound. For instance, recent advancements in catalytic systems have enabled more efficient pathways for its preparation, reducing production costs and environmental impact.

In terms of applications, 3-Bromo-4-chloro-N,N-dimethylpyridin-2-amine has shown promise as an intermediate in the synthesis of bioactive compounds. Its ability to undergo further functionalization makes it a valuable precursor for developing drugs targeting various therapeutic areas. For example, derivatives of this compound have been investigated for their potential anti-inflammatory and anticancer activities.

Moreover, 3-Bromo-4-chloro-N,N-dimethylpyridin-2-amine has been utilized in the development of agrochemicals due to its ability to interact with biological systems. Its role as an intermediate in pesticide synthesis has been explored extensively, with researchers focusing on improving its efficacy while minimizing environmental toxicity.

Recent research has also focused on the computational modeling of 3-Bromo-4-chloro-N,N-dimethylpyridin-2-amine to predict its interactions with biological targets. Advanced molecular docking studies have provided insights into its binding affinities with various enzymes and receptors, paving the way for rational drug design.

In conclusion, 3-Bromo-4-chloro-N,N-dimethylpyridin-2-amine (CAS No. 2416229-30-) is a versatile compound with significant potential in multiple fields. Its unique structure, coupled with recent advancements in synthesis and application techniques, positions it as a key player in modern chemical research. As ongoing studies continue to uncover new possibilities for this compound, its role in drug discovery and materials science is expected to grow even further.

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