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3-Bromo-2-chloro-5-nitropyridine

  • CAS No. 5470-17-7

  • Cat. No. CS-D0768
  • Purity≥98%
  • MDL No.MFCD00233989

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

3-Bromo-2-chloro-5-nitropyridine|CS-D0768

Structure of 5470-17-7

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General Information

  • CAS No. 5470-17-7
  • Cat. No. CS-D0768
  • Purity ≥98%
  • MDL No. MFCD00233989
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₅H₂BrClN₂O₂
  • Molecular Weight 237.44
  • Synonym(s) NSC 26278; 2-Chloro-3-bromo-5-nitropyridine
  • SMILES O=[N+](C1=CN=C(Cl)C(Br)=C1)[O-]

Description

3-Bromo-2-chloro-5-nitropyridine features a tri-substituted pyridine core with complementary halogen and nitro functionalities, enabling selective cross-coupling and functionalization in late-stage diversification. The electron-deficient ring facilitates nucleophilic substitution under mild conditions, while the orthogonal reactivity of bromo and chloro groups allows sequential transformations. This scaffold delivers high stability and predictable regiochemistry in synthetic workflows.

Application

3-Bromo-2-chloro-5-nitropyridine serves as a versatile building block in medicinal chemistry and agrochemical synthesis, enabling selective cross-coupling reactions via its halogen substituents. The nitro group provides a handle for reduction to an amine, while the ortho-halogen arrangement facilitates controlled functionalization. Its bench-stable nature and compatibility with Pd-catalyzed coupling protocols make it well-suited for modular heterocycle construction and late-stage diversification in API development.

Synthesis

  • Route1

    References

    • Synthesis, , # 6 p. 499 - 501

Safety Information

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GHS Pictogram :
GHS No : GHS05,GHS06
Signal Word : Danger
UN#: 2811
Class : 6.1
Packing Group : Ⅲ
Hazard Statements : H301-H318
Precautionary Statements : P264-P270-P280-P330-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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