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CS-W001157 4
Total: USD 88.00

6-Iodopyridin-3-amine

  • CAS No. 29958-12-1

  • Cat. No. CS-W014755
  • Purity≥97%
  • MDL No.MFCD02706663

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

6-Iodopyridin-3-amine|CS-W014755

Structure of 29958-12-1

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General Information

  • CAS No. 29958-12-1
  • Cat. No. CS-W014755
  • Purity ≥97%
  • MDL No. MFCD02706663
  • Storage 4°C, protect from light
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₅H₅IN₂
  • Molecular Weight 220.01
  • Synonym(s) 5-Amino-2-iodopyridine
  • SMILES NC1=CC=C(I)N=C1

Description

6-Iodopyridin-3-amine delivers a reactive iodine handle at the 6-position, enabling facile cross-coupling in palladium-catalyzed transformations. The pyridin-3-amine core provides a strong nitrogen donor for metal coordination and enhances solubility in polar solvents. This combination supports efficient synthesis of functionalized heterocycles under standard conditions.

Application

6-Iodopyridin-3-amine serves as a versatile building block in medicinal chemistry, enabling palladium-catalyzed cross-coupling reactions for the construction of biaryl and heteroaryl scaffolds. The iodide group facilitates efficient Suzuki, Stille, and Negishi couplings, while the pyridin-3-amine functionality provides a handle for further derivatization via amide formation or metal complexation. Its bench-stable crystalline form simplifies handling and purification, making it well-suited for iterative synthesis campaigns in drug discovery and process development.

Synthesis

  • Route1

    References

    • Seton, Alison W.; Stevens, Malcolm F. G.; Westwell, Andrew D. Journal of Chemical Research - Part S, 2001 , # 12 p. 546 - 548
  • Route2
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      6-Iodopyridin-3-amine|CS-W014755
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      1345622-54-9

    References

    • Journal of Organic Chemistry, , vol. 76, # 23 p. 9841 - 9844
  • Route3

    References

    • Journal of Chemical Research - Part S, , # 12 p. 546 - 548

Safety Information

Download SDS
GHS Pictogram :
GHS No : GHS05,GHS07
Signal Word : Danger
UN#: 3261
Class : 8
Packing Group : Ⅲ
Hazard Statements : H302-H312-H315-H317-H318-H319-H332-H335
Precautionary Statements : P261-P264-P270-P271-P272-P280-P302+P352-P304+P340-P330-P362+P364-P405-P501

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Computational Chemistry Data

  • TPSA   38.91
  • LogP   1.2684
  • H_Acceptors   2
  • H_Donors   1
  • Rotatable_Bonds   0

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