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CS-W001157 4
Total: USD 88.00

5-Bromo-2-chloropyridine

  • CAS No. 53939-30-3

  • Cat. No. CS-W002767
  • Purity≥98%
  • MDL No.MFCD01318951

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

5-Bromo-2-chloropyridine|CS-W002767

Structure of 53939-30-3

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General Information

  • CAS No. 53939-30-3
  • Cat. No. CS-W002767
  • Purity ≥98%
  • MDL No. MFCD01318951
  • Storage 4°C
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₅H₃BrClN
  • Molecular Weight 192.44
  • Synonym(s) 2-Chloro-5-bromopyridine
  • SMILES BrC1=CN=C(Cl)C=C1

Application

5-Bromo-2-chloropyridine serves as a versatile building block in heterocyclic synthesis, enabling palladium-catalyzed cross-coupling reactions due to its orthogonal halogen reactivity. The bromo group facilitates Suzuki, Stille, or Negishi couplings, while the chloro substituent offers stability under basic conditions and allows for selective functionalization. Its bench-stable nature and compatibility with diverse reaction conditions make it ideal for constructing complex pharmaceutical scaffolds and agrochemical intermediates.

Synthesis

  • Route1

    References

    • Bunnelle, William H.; Daanen, Jerome F.; Ryther, Keith B.; Schrimpf, Michael R.; Dart, Michael J.; Gelain, Arianna; Meyer, Michael D.; Frost, Jennifer M.; Anderson, David J.; Buckley, Michael; Curzon, Peter; Cao, Ying-Jun; Puttfarcken, Pamela; Searle, Xenia; Ji, Anguo; Putman, C. Brent; Surowy, Carol; Toma, Lucio; Barlocco, Daniela Journal of Medicinal Chemistry, 2007 , vol. 50, # 15 p. 3627 - 3644
  • Route2

    References

    • Sirisoma, Nilantha S.; Johnson, Carl R. Tetrahedron Letters, 1998 , vol. 39, # 15 p. 2059 - 2062
  • Route3

    References

    • Nara, Susheel J.; Jha, Mukund; Brinkhorst, Johan; Zemanek, Tony J.; Pratt, Derek A. Journal of Organic Chemistry, 2008 , vol. 73, # 23 p. 9326 - 9333

Safety Information

Download SDS
GHS Pictogram :
GHS No : GHS07
Signal Word : Warning
UN#: N/A
Class : N/A
Packing Group : N/A
Hazard Statements : H315-H319-H335
Precautionary Statements : P261-P264-P271-P280-P302+P352-P304+P340-P362+P364-P405-P501

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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