Cas no 865156-50-9 ((4-Bromopyridin-2-YL)methanamine)

(4-Bromopyridin-2-yl)methanamine is a brominated pyridine derivative featuring an aminomethyl functional group at the 2-position. This compound serves as a versatile intermediate in organic synthesis, particularly in pharmaceutical and agrochemical applications. The presence of both a reactive bromine substituent and a primary amine group allows for selective functionalization, enabling the construction of complex heterocyclic frameworks. Its stable pyridine core ensures compatibility with a range of reaction conditions, including cross-coupling and nucleophilic substitution reactions. The compound is particularly valuable in medicinal chemistry for the development of bioactive molecules, owing to its ability to act as a building block for targeted modifications. High purity grades are available to meet rigorous research and industrial standards.
(4-Bromopyridin-2-YL)methanamine structure
865156-50-9 structure
Product Name:(4-Bromopyridin-2-YL)methanamine
CAS No:865156-50-9
MF:C6H7BrN2
MW:187.037180185318
MDL:MFCD07374903
CID:841953
PubChem ID:46907956
Update Time:2025-05-23

(4-Bromopyridin-2-YL)methanamine Chemical and Physical Properties

Names and Identifiers

    • (4-Bromopyridin-2-yl)methanamine
    • 4-bromo-2-Pyridinemethanamine
    • C-(4-BROMO-PYRIDIN-2-YL)-METHAMINE
    • C-(4-Bromo-pyridin-2-yl)-methylamine
    • 2-AMINOMETHYL-4-BROMOPYRIDINE
    • RW3651
    • 2-Pyridinemethanamine, 4-bromo-
    • 2-Pyridinemethanamine,4-bromo-
    • (4-bromo-2-pyridinyl)methanamine
    • ZIIMDWQEXYZSMZ-UHFFFAOYSA-N
    • 2-(amino-methyl)-4-bromo-pyridine
    • C-(4-bromopyridin-2-yl)methylamine
    • (4-bromanylpyridin-2-yl)methanamine
    • 1-(4-Bromopyridin-2-yl)methanamine
    • 1-(4-Bromo-2-pyridinyl)methanamine
    • 4-BROMO-
    • 4-Bromo-2-pyridinemethanamine (ACI)
    • [(4-Bromopyridin-2-yl)methyl]amine
    • C-(4-Bromopyridin-2-yl)-methylamine
    • DS-11328
    • SCHEMBL721684
    • DTXSID30677204
    • SY021750
    • AKOS006286082
    • EN300-141629
    • (4-Bromo-2-pyridyl)methanamine
    • DB-076670
    • 865156-50-9
    • CS-W019223
    • J-501377
    • MFCD07374903
    • PB17414
    • (4-Bromopyridin-2-YL)methanamine
    • MDL： MFCD07374903
    • Inchi： 1S/C6H7BrN2/c7-5-1-2-9-6(3-5)4-8/h1-3H,4,8H2
    • InChI Key： ZIIMDWQEXYZSMZ-UHFFFAOYSA-N
    • SMILES： BrC1C=C(CN)N=CC=1

Computed Properties

  • Exact Mass: 185.97900
  • Monoisotopic Mass: 185.979
  • 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
  • Topological Polar Surface Area: 38.9
  • XLogP3: 0.4

Experimental Properties

  • Color/Form: No data avaiable
  • Density: 1.574
  • Melting Point: No data available
  • Boiling Point: 262.846°C at 760 mmHg
  • Flash Point: 112.766°C
  • Refractive Index: 1.597
  • PSA: 38.91000
  • LogP: 2.00310
  • Vapor Pressure: 0.0±0.5 mmHg at 25°C

(4-Bromopyridin-2-YL)methanamine Security Information

(4-Bromopyridin-2-YL)methanamine Customs Data

  • HS CODE：2933399090
  • Customs Data：

    China Customs Code:

    2933399090

    Overview:

    2933399090. Other compounds with non fused pyridine rings in structure. 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:

    2933399090. other compounds containing an unfused pyridine ring (whether or not hydrogenated) in the structure. VAT:17.0%. Tax rebate rate:13.0%. . MFN tariff:6.5%. General tariff:20.0%

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(4-Bromopyridin-2-YL)methanamine Production Method

Production Method 1

Reaction Conditions
1.1 Reagents: Phthalimide ,  Triphenylphosphine Solvents: Tetrahydrofuran ;  10 min, 0 °C
1.2 Reagents: Diisopropyl azodicarboxylate ;  0 °C; 0 °C → rt; overnight, rt
1.3 Reagents: Hydrazine Solvents: Ethanol ;  2 h, rt → reflux
1.4 Reagents: Potassium hydroxide Solvents: Ethyl acetate ;  20 min, rt
Reference
Dual-Catalytic Enantioselective Allylation of N-(Heteroaromatic-methyl)imine Derivatives
Kim, Sangyun; et al, Journal of Organic Chemistry, 2023, 88(12), 7821-7829

Production Method 2

Reaction Conditions
1.1 Reagents: Triphenylphosphine Solvents: Tetrahydrofuran ;  10 min, 0 °C
1.2 Reagents: Diisopropyl azodicarboxylate ;  0 °C → rt; overnight, rt
2.1 Reagents: Hydrazine Solvents: Ethanol ;  2 h, rt → reflux
2.2 Reagents: Potassium hydroxide Solvents: Water ;  20 min, rt
Reference
Dual-Catalytic Enantioselective Allylation of N-(Heteroaromatic-methyl)imine Derivatives
Kim, Sangyun; et al, Journal of Organic Chemistry, 2023, 88(12), 7821-7829

Production Method 3

Reaction Conditions
1.1 Reagents: Hydrazine Solvents: Ethanol ;  2 h, rt → reflux
1.2 Reagents: Potassium hydroxide Solvents: Water ;  20 min, rt
Reference
Dual-Catalytic Enantioselective Allylation of N-(Heteroaromatic-methyl)imine Derivatives
Kim, Sangyun; et al, Journal of Organic Chemistry, 2023, 88(12), 7821-7829

(4-Bromopyridin-2-YL)methanamine Raw materials

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Suzhou Senfeida Chemical Co., Ltd
Gold Member
Audited Supplier Audited Supplier
(CAS:865156-50-9)C-(4-BROMO-PYRIDIN-2-YL)-METHYLAMINE
Order Number:sfd19627
Stock Status:in Stock
Quantity:200kg
Purity:99.9%
Pricing Information Last Updated:Friday, 19 July 2024 14:38
Price ($):discuss personally

(4-Bromopyridin-2-YL)methanamine Related Literature

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Additional information on (4-Bromopyridin-2-YL)methanamine

Introduction to (4-Bromopyridin-2-YL)methanamine (CAS No: 865156-50-9)

Chemical Overview: (4-Bromopyridin-2-YL)methanamine is a heterocyclic aromatic compound with a bromine substituent at the 4-position of the pyridine ring and an amino group attached via a methylene bridge at the 2-position. This compound, identified by the CAS registry number 865156-50-9, belongs to the class of pyridine derivatives and is widely studied for its potential applications in various fields, including pharmaceuticals, agrochemicals, and materials science.

Chemical Structure and Properties: The molecular structure of (4-Bromopyridin-2-YL)methanamine consists of a pyridine ring with a bromine atom at position 4 and an amino group (-NH2) connected through a methylene (-CH2-) group at position 2. This arrangement imparts unique electronic properties to the molecule, making it highly reactive in certain chemical transformations. The compound is typically synthesized via nucleophilic aromatic substitution or coupling reactions, depending on the desired regioselectivity and yield.

Synthesis and Applications: Recent studies have highlighted the importance of (4-Bromopyridin-2-YL)methanamine as an intermediate in the synthesis of bioactive compounds. For instance, researchers have explored its role in the development of novel antiviral agents targeting RNA-dependent RNA polymerase enzymes. Additionally, this compound has been utilized in the construction of advanced materials, such as conductive polymers, due to its ability to stabilize radical intermediates during polymerization.

Biological Activity: The biological activity of (4-Bromopyridin-2-YL)methanamine has been extensively studied in recent years. Preclinical studies have demonstrated its potential as an inhibitor of key enzymes involved in inflammation and oxidative stress. Furthermore, this compound has shown promise in modulating cellular signaling pathways associated with neurodegenerative diseases, such as Alzheimer's disease and Parkinson's disease.

Safety and Handling: While (4-Bromopyridin-2-YL)methanamine exhibits significant potential in various applications, it is essential to handle this compound with care due to its reactive nature. Proper personal protective equipment (PPE) should be worn during synthesis and handling to minimize exposure risks. Storage conditions should also be optimized to prevent degradation or contamination.

Future Prospects: The continued exploration of (4-Bromopyridin-2-YL)methanamine is expected to yield further insights into its therapeutic potential and industrial applications. Collaborative efforts between chemists, biologists, and materials scientists are likely to drive innovation in this field, paving the way for novel drug candidates and advanced materials.

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Suzhou Senfeida Chemical Co., Ltd
(CAS:865156-50-9)C-(4-BROMO-PYRIDIN-2-YL)-METHYLAMINE
sfd19627
Purity:99.9%
Quantity:200kg
Price ($):Inquiry
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