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CS-W001157 4
Total: USD 88.00

2,6-Dibromo-3-methoxy-5-nitropyridine

  • CAS No. 79491-46-6

  • Cat. No. CS-0110161
  • Purity≥98%
  • MDL No.MFCD18632733

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

2,6-Dibromo-3-methoxy-5-nitropyridine|CS-0110161

Structure of 79491-46-6

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General Information

  • CAS No. 79491-46-6
  • Cat. No. CS-0110161
  • Purity ≥98%
  • MDL No. MFCD18632733
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₆H₄Br₂N₂O₃
  • Molecular Weight 311.92
  • Synonym(s) None
  • SMILES O=[N+](C1=C(Br)N=C(Br)C(OC)=C1)[O-]

Description

2,6-Dibromo-3-methoxy-5-nitropyridine features a pyridine core bearing bromo groups at positions 2 and 6, a methoxy substituent at C3, and a nitro group at C5. This electron-deficient heterocycle serves as a robust building block for transition metal-catalyzed couplings, enabling efficient access to complex functionalized scaffolds in medicinal chemistry and materials science.

Application

2,6-Dibromo-3-methoxy-5-nitropyridine serves as a versatile building block for the synthesis of functionalized pyridine derivatives. The presence of bromine atoms at the 2- and 6-positions enables palladium-catalyzed cross-coupling reactions, while the methoxy and nitro groups provide orthogonal handles for further modification. Its bench-stable nature and compatibility with standard synthetic protocols facilitate efficient access to complex heterocyclic scaffolds in medicinal chemistry and materials science applications.

Synthesis

  • Route1

    References

    • Clark, Gary J.; Deady, Leslie W. Australian Journal of Chemistry, 1981 , vol. 34, # 4 p. 927 - 932
  • Route2

    References

    • Clark, Gary J.; Deady, Leslie W. Australian Journal of Chemistry, 1981 , vol. 34, # 4 p. 927 - 932
  • Route3

    References

    • Clark, Gary J.; Deady, Leslie W. Australian Journal of Chemistry, 1981 , vol. 34, # 4 p. 927 - 932

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   65.26
  • LogP   2.5234
  • H_Acceptors   4
  • H_Donors   0
  • Rotatable_Bonds   2

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