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CS-W001157 4
Total: USD 88.00

2-Iodo-6-methylpyridine

  • CAS No. 62674-71-9

  • Cat. No. CS-0042063
  • Purity≥98%
  • MDL No.MFCD11044364

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

2-Iodo-6-methylpyridine|CS-0042063

Structure of 62674-71-9

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General Information

  • CAS No. 62674-71-9
  • Cat. No. CS-0042063
  • Purity ≥98%
  • MDL No. MFCD11044364
  • Storage 4°C, protect from light
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₆H₆IN
  • Molecular Weight 219.02
  • Synonym(s) 6-Iodo-2-picoline
  • SMILES CC1=CC=CC(I)=N1

Description

2-Iodo-6-methylpyridine is a bench-stable, electron-deficient heterocycle featuring a reactive iodide at the 2-position and a methyl group at the 6-position. This configuration enables selective cross-coupling reactions in transition-metal catalyzed processes, particularly in Suzuki-Miyaura and Stille couplings. The compound serves as a key building block for functionalized pyridine derivatives in medicinal chemistry and materials science applications.

Application

2-Iodo-6-methylpyridine serves as a versatile building block in medicinal chemistry and catalytic cross-coupling reactions. The iodide group enables efficient Pd-catalyzed transformations, while the methyl substituent provides steric and electronic modulation. Its bench-stable nature and compatibility with standard coupling protocols facilitate reliable synthesis of functionalized heterocycles and complex scaffolds.

Synthesis

  • Route1
    • null|null
      1161941-06-5
    • ~71%
    • In-stock
      2-Iodo-6-methylpyridine|CS-0042063
      62674-71-9

    References

    • Bissember, Alex C.; Banwell, Martin G. Journal of Organic Chemistry, 2009 , vol. 74, # 13 p. 4893 - 4895
  • Route2

    References

    • Schlosser, Manfred; Cottet, Fabrice European Journal of Organic Chemistry, 2002 , # 24 p. 4181 - 4184
  • Route3
    • In-stock
      2-Bromo-6-methylpyridine|CS-W002190
      5315-25-3
    • null|null
      75-36-5
    • ~94%
    • In-stock
      2-Iodo-6-methylpyridine|CS-0042063
      62674-71-9

    References

    • Hegde, Vidyadhar Babu; Bis, Scott Jerome; Heo, Emilie Chassat; Hamilton, Christopher Thomas; Johnson, Peter Lee; Karr, Laura Lee; Martin, Timothy Patrick; Neese, Paul Allen; Orr, Nailah; Tisdell, Francis Eugene; Yap, Maurice Chee Hoong; Zhu, Yuanming Patent: US2002/19370 A1, 2002 ;

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

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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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