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CS-W001157 4
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5-Methyl-3-nitropyridin-2-amine

  • CAS No. 7598-26-7

  • Cat. No. CS-W022413
  • Molecule weight153.14
  • Purity≥98%
  • MDL No.None

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

5-Methyl-3-nitropyridin-2-amine|CS-W022413

Structure of 7598-26-7

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General Information

  • CAS No. 7598-26-7
  • Cat. No. CS-W022413
  • Purity ≥98%
  • MDL No. None
  • Storage 4°C, protect from light
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₆H₇N₃O₂
  • Molecular Weight 153.14
  • Synonym(s) 6-Amino-5-nitro-3-picoline
  • SMILES NC1=NC=C(C)C=C1[N+]([O-])=O

Description

5-Methyl-3-nitropyridin-2-amine features a pyridine core functionalized with a methyl group at C5 and a nitro group at C3, enabling strategic electronic modulation. The ortho-amino substituent facilitates direct coupling in transition-metal-catalyzed transformations. This bench-stable, moisture-tolerant heterocycle integrates readily into bioactive scaffolds for medicinal chemistry and materials applications.

Application

5-Methyl-3-nitropyridin-2-amine serves as a versatile building block in medicinal chemistry, enabling the construction of nitrogen-containing heterocycles through standard functional group transformations. Its ortho-directed reactivity facilitates selective metal-catalyzed couplings and nucleophilic substitutions, while the methyl and nitro groups provide complementary handles for further derivatization. Bench-stable and compatible with common purification methods, it functions effectively in multi-step synthesis workflows.

Synthesis

  • Route1

    References

    • CHEMOCENTRYX, INC. Patent: WO2006/76644 A2, 2006 ; Location in patent: Page/Page column 204 ; WO 2006/076644 A2
  • Route2
    • null|null
      91752-76-0
    • 2-Nitroethene-1,1-diamine|CS-0466245
      71090-35-2
    • ~41%
    • In-stock
      5-Methyl-3-nitropyridin-2-amine|CS-W022413
      7598-26-7

    References

    • Troschutz; Luckel Archiv der Pharmazie, 1992 , vol. 325, # 12 p. 785 - 789
  • Route3
    • null|null
      7464-15-5
    • ~28%
    • In-stock
      5-Methyl-3-nitropyridin-2-amine|CS-W022413
      7598-26-7

    References

    • Sepiol, Jadwiga; Tomasik, Piotr Acta Chimica Hungarica, 1986 , vol. 121, # 4 p. 333 - 338

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

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Computational Chemistry Data

  • TPSA   82.05
  • LogP   0.88042
  • H_Acceptors   4
  • H_Donors   1
  • Rotatable_Bonds   1

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