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CS-W001157 4
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3-Bromo-4-chloropyridine

  • CAS No. 36953-42-1

  • Cat. No. CS-M3246
  • Purity≥95%
  • MDL No.MFCD00234008

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

3-Bromo-4-chloropyridine|CS-M3246

Structure of 36953-42-1

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General Information

  • CAS No. 36953-42-1
  • Cat. No. CS-M3246
  • Purity ≥95%
  • MDL No. MFCD00234008
  • Storage -20°C
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₅H₃BrClN
  • Molecular Weight None
  • Synonym(s) 4-CHLORO-3-BROMOPYRIDINE
  • SMILES ClC1=C(Br)C=NC=C1

Description

3-Bromo-4-chloropyridine is a halogenated pyridine derivative featuring complementary reactive sites for cross-coupling and functionalization. This electron-deficient heterocycle integrates readily into synthetic sequences requiring orthogonal substitution patterns. Its bench-stable nature supports reliable handling in transition metal-catalyzed transformations and medicinal chemistry applications.

Application

3-Bromo-4-chloropyridine serves as a versatile building block in medicinal chemistry and materials science, enabling palladium-catalyzed cross-coupling reactions due to its orthogonal halogen reactivity. The bromo group facilitates Suzuki, Stille, or Negishi coupling, while the chloro substituent offers stability under reaction conditions. This compound exhibits excellent bench stability and ease of purification, making it well-suited for iterative synthesis of complex heterocyclic scaffolds and API intermediates.

Synthesis

  • Route1

    References

    • Betschmann, Patrick; Burchat, Andrew F.; Calderwood, David J.; Curtin, Michael L.; Davidsen, Steven K.; Davis, Heather M.; Frey, Robin R.; Heyman, Howard R.; Hirst, Gavin C.; Hrnciar, Peter; Michaelides, Michael R.; Muckey, Melanie A.; Rafferty, Paul; Wada, Carol K. Patent: US2005/26944 A1, 2005 ;
  • Route2

    References

    • Trecourt, Francois; Breton, Gilles; Bonnet, Veronique; Mongin, Florence; Marsais, Francis; Queguiner, Guy Tetrahedron, 2000 , vol. 56, # 10 p. 1349 - 1360
  • Route3
    • null|null
      1678-49-5
    • ~77%
    • In-stock
      3-Bromo-4-chloropyridine|CS-M3246
      36953-42-1

    References

    • Trecourt, Francois; Queguiner, Guy Journal of Chemical Research, Miniprint, 1982 , # 3 p. 912 - 942

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-P264-P280-P302+P352

Quality Control

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Computational Chemistry Data

  • TPSA   12.89
  • LogP   2.4975
  • H_Acceptors   1
  • H_Donors   0
  • Rotatable_Bonds   0

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