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CS-W001157 4
Total: USD 88.00

3-Bromo-2,5-dichloropyridine

  • CAS No. 138006-41-4

  • Cat. No. CS-W003322
  • Purity≥96%
  • MDL No.MFCD06659484

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

3-Bromo-2,5-dichloropyridine|CS-W003322

Structure of 138006-41-4

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General Information

  • CAS No. 138006-41-4
  • Cat. No. CS-W003322
  • Purity ≥96%
  • MDL No. MFCD06659484
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₅H₂BrCl₂N
  • Molecular Weight 226.89
  • Synonym(s) 2,5 DICHLORO-3-BROMO-PYRIDINE
  • SMILES Clc1cnc(c(c1)Br)Cl

Description

3-Bromo-2,5-dichloropyridine features a highly reactive pyridine core bearing bromo and two chloro substituents at electron-deficient positions. This configuration enables selective cross-coupling transformations under mild conditions, facilitating efficient construction of complex heterocyclic architectures in medicinal chemistry and materials science applications.

Application

3-Bromo-2,5-dichloropyridine serves as a versatile building block in medicinal chemistry and agrochemical synthesis, enabling palladium-catalyzed cross-coupling reactions due to its orthogonal halogen reactivity. The bromine at C3 facilitates selective functionalization while the 2,5-dichloro substitution provides enhanced electrophilicity and stability under standard reaction conditions. Its bench-stable nature and compatibility with diverse coupling partners make it ideal for constructing complex heterocyclic scaffolds in API development.

Synthesis

  • Route1

    References

    • Friesen, Richard W.; Brideau, Christine; Chan, Chi Chung; Charleson, Stella; Deschenes, Denis; Dube, Daniel; Ethier, Diane; Fortin, Rejean; Gauthier, Jacques Yves; Girard, Yves; Gordon, Robert; Greig, Gillian M.; Riendeau, Denis; Savoie, Chantai; Wang, Zhaoyin; Wong, Elizabeth; Visco, Denise; Xu, Li Jing; Young, Robert N. Bioorganic and Medicinal Chemistry Letters, 1998 , vol. 8, # 19 p. 2777 - 2782
  • Route2

    References

    • Journal of Organic Chemistry, , vol. 57, # 6 p. 1930 - 1933
  • Route3

    References

    • Journal of Organic Chemistry, , vol. 57, # 6 p. 1930 - 1933

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

Quality Control

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Computational Chemistry Data

  • TPSA   12.89
  • LogP   3.1509
  • H_Acceptors   1
  • H_Donors   0
  • Rotatable_Bonds   0

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