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CS-W001157 4
Total: USD 88.00

2-Chloro-5-iodo-4-pyridinamine

  • CAS No. 800402-12-4

  • Cat. No. CS-W000564
  • Purity≥97%
  • MDL No.MFCD09834661

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

2-Chloro-5-iodo-4-pyridinamine|CS-W000564

Structure of 800402-12-4

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General Information

  • CAS No. 800402-12-4
  • Cat. No. CS-W000564
  • Purity ≥97%
  • MDL No. MFCD09834661
  • 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-Amino-5-iodo-2-chloropyridine
  • SMILES ClC1=NC=C(I)C(N)=C1

Description

2-Chloro-5-iodo-4-pyridinamine delivers a uniquely reactive pyridine scaffold bearing orthogonal halogen handles. The chlorine and iodine substituents enable sequential cross-coupling transformations, while the amine group facilitates direct functionalization. This compound serves as a key intermediate in the synthesis of bioactive heterocycles and advanced pharmaceutical candidates.

Application

2-Chloro-5-iodo-4-pyridinamine serves as a versatile building block for the synthesis of functionalized pyridine scaffolds, enabling palladium-catalyzed cross-coupling reactions. The strategically positioned chloro and iodo groups offer orthogonal reactivity for sequential transformations, while the primary amine facilitates derivatization. Its bench-stable nature and compatibility with standard coupling protocols make it well-suited for medicinal chemistry and process development workflows.

Synthesis

  • Route1

    References

    • Lainchbury, Michael; Matthews, Thomas P.; McHardy, Tatiana; Boxall, Kathy J.; Walton, Michael I.; Eve, Paul D.; Hayes, Angela; Valenti, Melanie R.; De Haven Brandon, Alexis K.; Box, Gary; Aherne, G. Wynne; Reader, John C.; Raynaud, Florence I.; Eccles, Suzanne A.; Garrett, Michelle D.; Collins, Ian Journal of Medicinal Chemistry, 2012 , vol. 55, # 22 p. 10229 - 10240
  • Route2

    References

    • WO2012/123745 A1, ; Page/Page column 67-68 ; WO 2012/123745 A1
  • Route3

    References

    • Jose, Gilish; Suresha Kumara; Nagendrappa, Gopalpur; Sowmya; Jasinski, Jerry P.; Millikan, Sean P.; Chandrika; More, Sunil S.; Harish European Journal of Medicinal Chemistry, 2014 , vol. 77, p. 288 - 297

Safety Information

Download SDS
GHS Pictogram :
GHS No : GHS05,GHS07
Signal Word : Danger
UN#: 1759
Class : 8
Packing Group : Ⅲ
Hazard Statements : H302-H318
Precautionary Statements : P264-P270-P280-P330-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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