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CS-W001157 4
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3-Bromo-6-iodo-2-methylpyridine

  • CAS No. 1008361-77-0

  • Cat. No. CS-0194418
  • Purity≥96%
  • MDL No.None

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

3-Bromo-6-iodo-2-methylpyridine|CS-0194418

Structure of 1008361-77-0

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General Information

  • CAS No. 1008361-77-0
  • Cat. No. CS-0194418
  • Purity ≥96%
  • MDL No. None
  • Storage 4°C, protect from light
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₆H₅BrIN
  • Molecular Weight 297.92
  • Synonym(s) None
  • SMILES CC1=NC(=CC=C1Br)I

Description

3-Bromo-6-iodo-2-methylpyridine features a sterically accessible pyridine core with complementary halogen handles enabling sequential cross-coupling. The ortho-methyl group enhances regiochemical control, while the bromo and iodo substituents facilitate efficient Pd-catalyzed transformations under standard conditions. This bifunctional scaffold enables rapid access to complex heterocyclic architectures in medicinal chemistry and materials synthesis.

Application

3-Bromo-6-iodo-2-methylpyridine serves as a versatile building block in transition-metal-catalyzed cross-coupling reactions, enabling sequential functionalization of heteroaromatic scaffolds. The ortho-bromo and para-iodo substituents provide complementary reactivity for Pd- or Ni-catalyzed coupling protocols, while the methyl group offers a handle for further derivatization. Its bench-stable nature and high regioselectivity facilitate efficient synthesis of complex pyridine-based architectures relevant to medicinal chemistry and materials science.

Synthesis

  • Route1

    References

    • ALMIRALL, S.A.; DRACONIS PHARMA, S.L.; LABORATORIOS DEL DR. ESTEVE, S.A.; AGUILAR, Nuria; FERNANDEZ, Joan, Carles; TERRICABRAS, Emma; CARCELLER GONZALEZ, Elena; GARCIA GARCIA, Francisco, Javier; SALAS SOLANA, Jordi Patent: WO2013/149996 A1, 2013 ; Location in patent: Page/Page column 68 ;

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-H320-H335
Precautionary Statements : P261-P302+P352

Quality Control

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Computational Chemistry Data

  • TPSA   12.89
  • LogP   2.75712
  • H_Acceptors   1
  • H_Donors   0
  • Rotatable_Bonds   0

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