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CS-W001157 4
Total: USD 88.00

4-Chloro-3-iodopyridin-2-amine

  • CAS No. 417721-69-8

  • Cat. No. CS-W005757
  • Purity≥98%
  • MDL No.MFCD08741521

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

4-Chloro-3-iodopyridin-2-amine|CS-W005757

Structure of 417721-69-8

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General Information

  • CAS No. 417721-69-8
  • Cat. No. CS-W005757
  • Purity ≥98%
  • MDL No. MFCD08741521
  • Storage 4°C, protect from light
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₅H₄ClIN₂
  • Molecular Weight 254.46
  • Synonym(s) 4-CHLORO-3-IODO-PYRIDIN-2-YLAMINEISO9001:2015REACH
  • SMILES ClC1=C(I)C(N)=NC=C1

Description

4-Chloro-3-iodopyridin-2-amine features a halogenated pyridine core with complementary chlorine and iodine substituents at adjacent positions, enabling selective cross-coupling reactions. This electron-deficient heterocycle integrates readily into complex scaffolds, offering enhanced reactivity in palladium-catalyzed transformations. Bench-stable and moisture-tolerant, it serves as a high-performance building block for medicinal chemistry and materials synthesis.

Application

4-Chloro-3-iodopyridin-2-amine serves as a versatile building block in medicinal chemistry, enabling palladium-catalyzed cross-coupling reactions due to its complementary halogen reactivity. The chloro and iodo groups offer orthogonal functionalization potential, facilitating sequential derivatization. Its bench-stable nature and compatibility with standard coupling conditions make it ideal for constructing complex heterocyclic scaffolds in API development.

Synthesis

  • Route1
    • tert-Butyl (4-chloro-3-iodopyridin-2-yl)carbamate|CS-D1072
      868733-96-4
    • ~97%
    • In-stock
      4-Chloro-3-iodopyridin-2-amine|CS-W005757
      417721-69-8

    References

    • Molecules, , vol. 17, # 9 p. 10683 - 10707,25 Molecules, , vol. 17, # 9 p. 10683 - 10707
  • Route2

    References

    • WO2011/139891 A1, ; WO 2011/139891 A1
  • Route3

    References

    • WO2011/139891 A1, ; WO 2011/139891 A1

Safety Information

Download SDS
GHS Pictogram :
GHS No : GHS06
Signal Word : Danger
UN#: 2811
Class : 6.1
Packing Group : Ⅲ
Hazard Statements : H301-H311-H315-H319-H332-H335
Precautionary Statements : P264-P270-P330-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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