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CS-W001157 4
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5-Iodo-6-methylpyridin-2-amine

  • CAS No. 75073-11-9

  • Cat. No. CS-W012918
  • Purity≥98%
  • MDL No.MFCD04138418

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

5-Iodo-6-methylpyridin-2-amine|CS-W012918

Structure of 75073-11-9

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General Information

  • CAS No. 75073-11-9
  • Cat. No. CS-W012918
  • Purity ≥98%
  • MDL No. MFCD04138418
  • Storage 4°C, protect from light
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₆H₇IN₂
  • Molecular Weight 234.04
  • Synonym(s) 6-amino-3-iodo-2-methylpyridinium
  • SMILES NC1=NC(C)=C(I)C=C1

Description

5-Iodo-6-methylpyridin-2-amine delivers a reactive iodine handle and a basic pyridine nitrogen, enabling efficient cross-coupling and metal coordination. The methyl group enhances electron density at the ring, improving reactivity in palladium-catalyzed transformations. This bench-stable scaffold integrates readily into complex molecular architectures.

Application

5-Iodo-6-methylpyridin-2-amine serves as a versatile building block in medicinal chemistry, enabling palladium-catalyzed cross-coupling reactions due to its iodide functionality. The pyridin-2-amine core provides a robust scaffold for further derivatization, while the methyl group enhances metabolic stability and modulates electronic properties. This compound exhibits excellent bench stability and facilitates efficient synthesis of heterocyclic frameworks commonly found in kinase inhibitors and other bioactive molecules.

Synthesis

  • Route1

    References

    • ZOETIS LLC; MENON, Sanjay; SHEEHAN, Susan M.K.; VAILLIANCOURT, Valerie A. Patent: WO2014/39484 A1, 2014 ; Location in patent: Page/Page column 50 ;
  • Route2

    References

    • Synlett, , # 2 p. 208 - 214

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   38.91
  • LogP   1.57682
  • H_Acceptors   2
  • H_Donors   1
  • Rotatable_Bonds   0

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