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CS-W001157 4
Total: USD 88.00

5-Iodo-2-methylpyridine

  • CAS No. 695-17-0

  • Cat. No. CS-W022395
  • Molecule weight219.02
  • Purity≥98%
  • MDL No.MFCD07437990

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

5-Iodo-2-methylpyridine|CS-W022395

Structure of 695-17-0

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General Information

  • CAS No. 695-17-0
  • Cat. No. CS-W022395
  • Purity ≥98%
  • MDL No. MFCD07437990
  • Storage 4°C, protect from light
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₆H₆IN
  • Molecular Weight 219.02
  • Synonym(s) 5-IODO-2-PICOLINE
  • SMILES CC1=NC=C(I)C=C1

Description

5-Iodo-2-methylpyridine serves as a key heterocyclic scaffold for late-stage functionalization in medicinal chemistry. The iodine atom enables efficient cross-coupling reactions, while the methyl group enhances metabolic stability and modulates electronic properties. This compound integrates readily into bioactive architectures through palladium-catalyzed transformations.

Application

5-Iodo-2-methylpyridine serves as a versatile building block in cross-coupling chemistry, enabling palladium-catalyzed reactions such as Suzuki-Miyaura and Stille couplings with high efficiency. The iodide group provides excellent reactivity under mild conditions, while the 2-methylpyridine framework offers favorable electronic and steric properties for further functionalization. Bench-stable and readily purified by distillation, it facilitates the construction of complex heterocyclic scaffolds relevant to medicinal chemistry and materials science.

Synthesis

  • Route1

    References

    • Kii, Satoshi; Akao, Atsushi; Iida, Takehiko; Mase, Toshiaki; Yasuda, Nobuyoshi Tetrahedron Letters, 2006 , vol. 47, # 12 p. 1877 - 1879
  • Route2
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      109-06-8
    • ~%
    • In-stock
      5-Iodo-2-methylpyridine|CS-W022395
      695-17-0

    References

    • Roczniki Chemii, , vol. 21, p. 150 Chem.Abstr., , p. 5456
  • Route3
    • null|null
      80287-53-2
    • ~%
    • In-stock
      5-Iodo-2-methylpyridine|CS-W022395
      695-17-0

    References

    • Journal fuer Praktische Chemie (Leipzig), , vol. <2> 133, p. 19,34

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   1.99462
  • H_Acceptors   1
  • H_Donors   0
  • Rotatable_Bonds   0

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