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CS-W001157 4
Total: USD 88.00

6-Chloro-3-iodo-2-methylpyridine

  • CAS No. 249291-79-0

  • Cat. No. CS-W010194
  • Purity≥97%
  • MDL No.MFCD09037461

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

6-Chloro-3-iodo-2-methylpyridine|CS-W010194

Structure of 249291-79-0

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General Information

  • CAS No. 249291-79-0
  • Cat. No. CS-W010194
  • Purity ≥97%
  • MDL No. MFCD09037461
  • Storage 4°C, protect from light
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₆H₅ClIN
  • Molecular Weight 253.47
  • Synonym(s) None
  • SMILES CC1=NC(Cl)=CC=C1I

Description

6-Chloro-3-iodo-2-methylpyridine is a halogenated pyridine derivative featuring complementary reactive sites for cross-coupling and functionalization. The chloro group enables palladium-catalyzed coupling, while the iodide facilitates efficient transition-metal-mediated transformations. This molecule integrates readily into complex heterocyclic scaffolds under mild conditions.

Application

6-Chloro-3-iodo-2-methylpyridine serves as a versatile building block in cross-coupling chemistry, enabling efficient construction of substituted pyridine scaffolds. The orthogonal halogenation pattern facilitates sequential Pd-catalyzed coupling reactions, with the chlorine site suitable for Buchwald–Hartwig amination and the iodide position amenable to Suzuki or Negishi couplings. Its bench-stable nature and predictable reactivity make it ideal for iterative synthesis of complex heterocycles in medicinal chemistry and agrochemical development.

Synthesis

  • Route1

    References

    • Abe, Hideki; Arai, Yumiko; Aoyagi, Sakae; Kibayashi, Chihiro Tetrahedron Letters, 2003 , vol. 44, # 14 p. 2971 - 2973
  • Route2

    References

    • Tetrahedron Letters, , vol. 44, # 14 p. 2971 - 2973

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   2.64802
  • H_Acceptors   1
  • H_Donors   0
  • Rotatable_Bonds   0

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