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CS-W001157 4
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2-Chloro-5-nitropyridin-4-amine

  • CAS No. 2604-39-9

  • Cat. No. CS-W019655
  • Purity≥95%
  • MDL No.MFCD09033797

*For research and further manufacturing use only, not for direct human use.

2-Chloro-5-nitropyridin-4-amine|CS-W019655

Structure of 2604-39-9

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General Information

  • CAS No. 2604-39-9
  • Cat. No. CS-W019655
  • Purity ≥95%
  • MDL No. MFCD09033797
  • Storage 4°C, protect from light
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₅H₄ClN₃O₂
  • Molecular Weight 173.56
  • Synonym(s) T6NJ BG DZ ENW [WLN]
  • SMILES O=[N+](C1=CN=C(Cl)C=C1N)[O-]

Description

2-Chloro-5-nitropyridin-4-amine features a pyridine core functionalized with chlorine, nitro, and amino groups at positions 2, 5, and 4, respectively. This electron-deficient heterocycle integrates readily into cross-coupling reactions and serves as a key intermediate in the synthesis of advanced pharmaceuticals and agrochemicals.

Application

2-Chloro-5-nitropyridin-4-amine serves as a versatile building block in medicinal chemistry, enabling efficient construction of pyridine-based heterocycles. Its orthogonally reactive chlorine and nitro groups facilitate sequential functionalization via nucleophilic substitution and reduction, respectively. The molecule exhibits good bench stability and compatibility with standard coupling reactions, making it well-suited for the synthesis of advanced intermediates in API development.

Synthesis

  • Route1
    • null|null
      14432-13-4
    • ~25%
    • In-stock
      2-Chloro-5-nitropyridin-4-amine|CS-W019655
      2604-39-9
    • In-stock
      2-Chloro-3-nitropyridin-4-amine|CS-D0718
      2789-25-5

    References

    • Yin, Xueqiang; Schneller, Stewart W Nucleosides, nucleotides and nucleic acids, 2004 , vol. 23, # 1-2 p. 67 - 76
  • Route2
    • null|null
      14432-13-4
    • ~%
    • In-stock
      2-Chloro-5-nitropyridin-4-amine|CS-W019655
      2604-39-9

    References

    • 4SC AG Patent: EP2017277 A1, 2009 ; Location in patent: Page/Page column 31 ; EP 2017277 A1
  • Route3

    References

    • Yoo, Euna; Crall, Breanna M.; Balakrishna, Rajalakshmi; Malladi, Subbalakshmi S.; Fox, Lauren M.; Hermanson, Alec R.; David, Sunil A. Organic and Biomolecular Chemistry, 2013 , vol. 11, # 38 p. 6526 - 6545

Safety Information

Download SDS
GHS Pictogram :
GHS No : GHS07
Signal Word : Warning
UN#: N/A
Class : N/A
Packing Group : N/A
Hazard Statements : H302-H315-H319-H335
Precautionary Statements : P261-P264-P270-P271-P280-P302+P352-P304+P340-P305+P351+P338-P330-P362+P364-P403+P233-P405-P501

Quality Control

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Computational Chemistry Data

  • TPSA   82.05
  • LogP   1.2254
  • H_Acceptors   4
  • H_Donors   1
  • Rotatable_Bonds   1

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