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CS-W001157 4
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5-Bromo-2-chloro-3-nitropyridine

  • CAS No. 67443-38-3

  • Cat. No. CS-D0810
  • Purity≥97%
  • MDL No.MFCD00222270

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

5-Bromo-2-chloro-3-nitropyridine|CS-D0810

Structure of 67443-38-3

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General Information

  • CAS No. 67443-38-3
  • Cat. No. CS-D0810
  • Purity ≥97%
  • MDL No. MFCD00222270
  • Storage 4°C
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₅H₂BrClN₂O₂
  • Molecular Weight 237.44
  • Synonym(s) None
  • SMILES ClC1=C(C=C(Br)C=N1)[N+]([O-])=O

Description

5-Bromo-2-chloro-3-nitropyridine features a tri-functional pyridine core with distinct halogen and nitro substituents enabling precise diversification in heterocyclic synthesis. The electron-deficient ring facilitates nucleophilic substitution, while the bromo and chloro groups offer orthogonal reactivity for sequential coupling. This scaffold integrates readily into pharmaceutical intermediates and functional materials under standard conditions.

Application

5-Bromo-2-chloro-3-nitropyridine serves as a versatile building block in medicinal chemistry, enabling palladium-catalyzed cross-coupling reactions due to its complementary halogen reactivity. The nitro group provides a handle for selective reduction and downstream functionalization, while the ortho-chloro and bromo substituents offer orthogonal reactivity for sequential transformations. Its bench-stable crystalline form facilitates handling and purification, making it well-suited for multi-step synthesis of heterocyclic scaffolds and API intermediates.

Synthesis

  • Route1

    References

    • ASTRAZENECA AB; ASTRAZENECA UK LIMITED Patent: WO2007/129044 A1, 2007 ; Location in patent: Page/Page column 77 ; WO 2007/129044 A1
  • Route2

    References

    • PFIZER JAPAN INC.; PFIZER INC. Patent: WO2007/102059 A1, 2007 ; Location in patent: Page/Page column 45 ;
  • Route3
    • In-stock
      5-Bromo-3-nitropyridin-2(1H)-one|CS-W002138
      15862-34-7
    • null|null
      68-12-2
    • ~%
    • In-stock
      5-Bromo-2-chloro-3-nitropyridine|CS-D0810
      67443-38-3

    References

    • US6465484 B1, ; US 6465484 B1

Safety Information

Download SDS
GHS Pictogram :
GHS No : GHS05,GHS06
Signal Word : Danger
UN#: 2811
Class : 6.1
Packing Group : Ⅲ
Hazard Statements : H301-H315-H318-H335
Precautionary Statements : P261-P264-P270-P271-P280-P302+P352-P304+P340-P330-P362-P405-P501

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Computational Chemistry Data

  • TPSA   56.03
  • LogP   2.4057
  • H_Acceptors   3
  • H_Donors   0
  • Rotatable_Bonds   1

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