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4-Chloro-2-methyl-3-nitropyridine

  • CAS No. 23056-35-1

  • Cat. No. CS-0147960
  • Molecule weight172.57
  • Purity≥95%
  • MDL No.MFCD11215572

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

4-Chloro-2-methyl-3-nitropyridine|CS-0147960

Structure of 23056-35-1

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General Information

  • CAS No. 23056-35-1
  • Cat. No. CS-0147960
  • Purity ≥95%
  • MDL No. MFCD11215572
  • Storage 4°C, sealed storage, away from moisture
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₆H₅ClN₂O₂
  • Molecular Weight 172.57
  • Synonym(s) 4-CHLORO-2-METHYL-3-NITRO-PYRIDINE
  • SMILES O=[N+](C1=C(Cl)C=CN=C1C)[O-]

Description

4-Chloro-2-methyl-3-nitropyridine is a bench-stable heterocyclic building block featuring a nitro group at the 3-position and a chloro substituent at the 4-position, enabling diverse coupling reactions. The methyl group enhances regioselectivity in electrophilic substitutions, while the electron-deficient pyridine ring supports nucleophilic aromatic substitution under mild conditions. This compound integrates efficiently into pharmaceutical intermediates and agrochemical scaffolds.

Application

4-Chloro-2-methyl-3-nitropyridine serves as a versatile building block in heterocyclic synthesis, enabling efficient access to substituted pyridine scaffolds via palladium-catalyzed cross-coupling and nucleophilic substitution reactions. The chloro group exhibits high reactivity under standard conditions, while the nitro and methyl functionalities provide orthogonal handles for sequential functionalization. Its bench-stable nature and compatibility with diverse reaction conditions make it well-suited for medicinal chemistry and process development workflows.

Synthesis

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    • In-stock
      4-Chloro-2-methyl-3-nitropyridine|CS-0147960
      23056-35-1

    References

    • Reich; Fabio; Lee; Kuck; Testa Journal of Medicinal Chemistry, 1989 , vol. 32, # 11 p. 2474 - 2485
  • Route2

    References

    • Reich; Fabio; Lee; Kuck; Testa Journal of Medicinal Chemistry, 1989 , vol. 32, # 11 p. 2474 - 2485
  • Route3

    References

    • Reich; Fabio; Lee; Kuck; Testa Journal of Medicinal Chemistry, 1989 , vol. 32, # 11 p. 2474 - 2485

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   1.95162
  • H_Acceptors   3
  • H_Donors   0
  • Rotatable_Bonds   1

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