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CS-W001157 4
Total: USD 88.00

2-Chloro-3-fluoro-4-iodopyridine

  • CAS No. 148639-07-0

  • Cat. No. CS-0030551
  • Purity≥95%
  • MDL No.MFCD04972389

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

2-Chloro-3-fluoro-4-iodopyridine|CS-0030551

Structure of 148639-07-0

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General Information

  • CAS No. 148639-07-0
  • Cat. No. CS-0030551
  • Purity ≥95%
  • MDL No. MFCD04972389
  • Storage 4°C, protect from light
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₅H₂ClFIN
  • Molecular Weight 257.43
  • Synonym(s) None
  • SMILES IC1=C(F)C(Cl)=NC=C1

Description

2-Chloro-3-fluoro-4-iodopyridine is a halogenated pyridine derivative featuring strategically positioned chlorine, fluorine, and iodine substituents. This electron-deficient heterocycle serves as a key building block in cross-coupling reactions, enabling efficient C–C and C–heteroatom bond formation under palladium catalysis. The ortho-halogen arrangement enhances reactivity while maintaining stability during handling.

Application

2-Chloro-3-fluoro-4-iodopyridine serves as a versatile trifunctional pyridine building block for transition-metal-catalyzed cross-coupling reactions. The orthogonal reactivity of chlorine, fluorine, and iodine substituents enables sequential functionalization under mild conditions. Its bench-stable nature and compatibility with palladium-catalyzed couplings facilitate efficient construction of complex heterocyclic scaffolds in medicinal chemistry and agrochemical synthesis.

Synthesis

  • Route1

    References

    • F. HOFFMANN-LA ROCHE AG; BLENCH, Toby; ELLWOOD, Charles; GOODACRE, Simon; LAI, Yingjie; LIANG, Jun; MACLEOD, Calum; MAGNUSON, Steven; TSUI, Vickie; WILLIAMS, Karen; ZHANG, Birong Patent: WO2012/35039 A1, 2012 ; Location in patent: Page/Page column 107-108 ; WO 2012/035039 A1
  • Route2

    References

    • Tetrahedron, , vol. 49, # 16 p. 3325 - 3342

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-H312-H315-H319-H332-H335
Precautionary Statements : P260-P261-P264-P270-P271-P280-P301+P310-P302+P352-P304+P340-P304+P341-P305+P351+P338-P312-P330-P332+P313-P337+P313-P362+P364-P363-P403+P233-P405-P501

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Computational Chemistry Data

  • TPSA   12.89
  • LogP   2.4787
  • H_Acceptors   1
  • H_Donors   0
  • Rotatable_Bonds   0

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