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CS-W001157 4
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5-Chloro-3-iodo-2-pyridinamine

  • CAS No. 211308-81-5

  • Cat. No. CS-0020110
  • Purity≥95%
  • MDL No.MFCD07644578

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

5-Chloro-3-iodo-2-pyridinamine|CS-0020110

Structure of 211308-81-5

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General Information

  • CAS No. 211308-81-5
  • Cat. No. CS-0020110
  • Purity ≥95%
  • MDL No. MFCD07644578
  • Storage 4°C, protect from light
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₅H₄ClIN₂
  • Molecular Weight 254.46
  • Synonym(s) 5-chloro-3-iodopyridin-2-amine
  • SMILES NC1=NC=C(Cl)C=C1I

Description

5-Chloro-3-iodo-2-pyridinamine features a strategically positioned chloro and iodo substituent on the pyridine ring, enabling selective cross-coupling reactions. The amine group provides a handle for further functionalization, while the electron-deficient heterocycle enhances reactivity in palladium-catalyzed transformations. This bench-stable intermediate supports efficient access to complex nitrogen-containing architectures in medicinal chemistry and materials synthesis.

Application

5-Chloro-3-iodo-2-pyridinamine serves as a versatile building block in medicinal chemistry, enabling palladium-catalyzed cross-coupling reactions due to its orthogonal halogen reactivity. The chloro group facilitates electrophilic substitution or nucleophilic displacement, while the iodo moiety supports efficient Suzuki, Stille, or Negishi coupling under standard conditions. Its bench-stable nature and compatibility with diverse functional groups make it ideal for constructing complex heterocyclic scaffolds in API development.

Synthesis

  • Route1

    References

    • Leboho, Tlabo C.; Van Vuuren, Sandy F.; Michael, Joseph P.; De Koning, Charles B. Organic and Biomolecular Chemistry, 2014 , vol. 12, # 2 p. 307 - 315

Safety Information

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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   38.91
  • LogP   1.9218
  • H_Acceptors   2
  • H_Donors   1
  • Rotatable_Bonds   0

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