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6-Bromo-2-methyl-3-nitropyridine

  • CAS No. 22282-96-8

  • Cat. No. CS-D0966
  • Purity≥97%
  • MDL No.MFCD03095219

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

6-Bromo-2-methyl-3-nitropyridine|CS-D0966

Structure of 22282-96-8

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General Information

  • CAS No. 22282-96-8
  • Cat. No. CS-D0966
  • Purity ≥97%
  • MDL No. MFCD03095219
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₆H₅BrN₂O₂
  • Molecular Weight 217.02
  • Synonym(s) Pyridine,6-bromo-2-methyl-3-nitro-; 6-Bromo-2-methyl-3-nitropyridine
  • SMILES O=[N+](C1=CC=C(Br)N=C1C)[O-]

Description

6-Bromo-2-methyl-3-nitropyridine features a bromine atom at the 6-position, a methyl group at the 2-position, and a nitro group at the 3-position on a pyridine core. This electron-deficient heterocycle integrates readily into cross-coupling reactions, serving as a building block for functionalized nitrogen-containing scaffolds in medicinal chemistry and materials science.

Application

6-Bromo-2-methyl-3-nitropyridine serves as a versatile building block in heterocyclic synthesis, enabling palladium-catalyzed cross-coupling reactions due to its bromine and electron-deficient pyridine framework. The methyl and nitro groups provide orthogonal functional handles for further derivatization, while the compound exhibits good bench stability and facilitates efficient purification. It functions effectively in the construction of substituted pyridine scaffolds relevant to pharmaceutical and agrochemical research.

Synthesis

  • Route1

    References

    • Bioorganic and Medicinal Chemistry Letters, , vol. 13, # 5 p. 795 - 798

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   56.03
  • LogP   2.06072
  • H_Acceptors   3
  • H_Donors   0
  • Rotatable_Bonds   1

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