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CS-W001157 4
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4-Chloro-3-iodopyridine

  • CAS No. 89167-34-0

  • Cat. No. CS-W014657
  • Purity≥97%
  • MDL No.MFCD00234024

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

4-Chloro-3-iodopyridine|CS-W014657

Structure of 89167-34-0

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General Information

  • CAS No. 89167-34-0
  • Cat. No. CS-W014657
  • Purity ≥97%
  • MDL No. MFCD00234024
  • Storage 4°C, protect from light
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₅H₃ClIN
  • Molecular Weight 239.44
  • Synonym(s) CHLORO-3-IODOPYRIDINE
  • SMILES IC1=C(Cl)C=CN=C1

Description

4-Chloro-3-iodopyridine is a halogenated pyridine derivative featuring complementary reactive sites for cross-coupling transformations. The chlorine and iodine substituents enable sequential functionalization under palladium catalysis, offering precise control in building complex heterocyclic architectures. This compound serves as a key intermediate in medicinal chemistry and materials synthesis, combining high reactivity with bench-stable handling.

Application

4-Chloro-3-iodopyridine serves as a versatile bifunctional building block in cross-coupling chemistry, enabling sequential functionalization at the 3- and 4-positions of the pyridine ring. The chlorine moiety undergoes palladium-catalyzed coupling with boron, tin, or zinc reagents, while the iodide facilitates orthogonal Suzuki, Stille, or Negishi reactions. Its bench-stable nature and compatibility with diverse reaction conditions make it ideal for constructing complex heterocyclic scaffolds in medicinal chemistry and materials science.

Synthesis

  • Route1
    • 4-Chloropyridine|CS-0139547
      626-61-9
    • ~73%
    • In-stock
      4-Chloro-3-iodopyridine|CS-W014657
      89167-34-0

    References

    • Awad, Hacan; Mongin, Florence; Trecourt, Francois; Queguiner, Guy; Marsais, Francis Tetrahedron Letters, 2004 , vol. 45, # 42 p. 7873 - 7877
  • Route2

    References

    • Jensen, Thomas; Pedersen, Henrik; Bang-Andersen, Benny; Madsen, Robert; Jorgensen, Morten Angewandte Chemie - International Edition, 2008 , vol. 47, # 5 p. 888 - 890
  • Route3

    References

    • METHYLGENE, INC.; RAEPPEL, Stephane; SAAVEDRA, Oscar; CLARIDGE, Stephen; VAISBURG, Arkadii; GAUDETTE, Frederic; ISAKOVIC, Ljubomir; DEZIEL, Robert Patent: WO2008/46216 A1, 2008 ; Location in patent: Page/Page column 170 ;

Safety Information

Download SDS
GHS Pictogram :
GHS No : GHS05,GHS07,GHS09
Signal Word : Danger
UN#: 3077
Class : 9
Packing Group : Ⅲ
Hazard Statements : H302-H315-H318-H410
Precautionary Statements : P264-P270-P273-P280-P302+P352-P330-P362+P364-P391-P501

Quality Control

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Computational Chemistry Data

  • TPSA   12.89
  • LogP   2.3396
  • H_Acceptors   1
  • H_Donors   0
  • Rotatable_Bonds   0

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