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

  • CAS No. 211308-79-1

  • Cat. No. CS-0041754
  • Purity≥98%
  • MDL No.MFCD09037445

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

3-Iodo-5-methylpyridin-2-amine|CS-0041754

Structure of 211308-79-1

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General Information

  • CAS No. 211308-79-1
  • Cat. No. CS-0041754
  • Purity ≥98%
  • MDL No. MFCD09037445
  • Storage 4°C, protect from light
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₆H₇IN₂
  • Molecular Weight 234.04
  • Synonym(s) 3-Iodo-5-methyl-pyridin-2-ylamine
  • SMILES NC1=NC=C(C)C=C1I

Description

3-Iodo-5-methylpyridin-2-amine features a pyridine core functionalized with an iodo group at the 3-position and a methyl substituent at the 5-position, enabling efficient coupling in cross-coupling reactions. The ortho-amino group facilitates coordination in catalytic systems, while the electron-rich nature of the ring enhances reactivity. This compound serves as a robust scaffold for medicinal chemistry and materials synthesis.

Application

3-Iodo-5-methylpyridin-2-amine serves as a versatile building block in medicinal chemistry, enabling palladium-catalyzed cross-coupling reactions due to its reactive iodide and amine functionalities. The methyl group provides steric and electronic modulation, while the pyridin-2-amine core offers coordination potential for metal complexes. Bench-stable and compatible with standard purification methods, it facilitates efficient synthesis of heterocyclic scaffolds relevant to kinase inhibitors and other bioactive molecules.

Synthesis

  • Route1

    References

    • ASTRAZENECA AB Patent: WO2004/16609 A1, 2004 ; Location in patent: Page 47 ; WO 2004/016609 A1

Safety Information

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GHS Pictogram :
GHS No : GHS05,GHS07
Signal Word : Danger
UN#: 1759
Class : 8
Packing Group : Ⅲ
Hazard Statements : H302-H318
Precautionary Statements : P280-P305+P351+P338

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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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