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CS-W001157 4
Total: USD 88.00

4,5-Dichloropyridin-2-amine

  • CAS No. 188577-68-6

  • Cat. No. CS-W006380
  • Purity≥97%
  • MDL No.MFCD07437842

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

4,5-Dichloropyridin-2-amine|CS-W006380

Structure of 188577-68-6

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General Information

  • CAS No. 188577-68-6
  • Cat. No. CS-W006380
  • Purity ≥97%
  • MDL No. MFCD07437842
  • Storage 4°C, protect from light
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₅H₄Cl₂N₂
  • Molecular Weight 163.01
  • Synonym(s) 4,5-Dichloro-pyridin-2-ylamine
  • SMILES NC1=NC=C(Cl)C(Cl)=C1

Description

4,5-Dichloropyridin-2-amine features a pyridine core substituted with chlorine atoms at the 4 and 5 positions and an amino group at C2, delivering high reactivity in cross-coupling and nucleophilic substitution reactions. The electron-deficient aromatic ring enables efficient coupling with palladium catalysts, while the primary amine serves as a versatile handle for further functionalization. This bench-stable compound integrates readily into complex molecule synthesis.

Application

4,5-Dichloropyridin-2-amine serves as a versatile building block in medicinal chemistry, enabling efficient construction of heterocyclic scaffolds via palladium-catalyzed cross-coupling reactions. Its dual chloro substituents offer orthogonal reactivity for sequential functionalization, while the pyridin-2-amine core provides a robust handle for further derivatization. The compound exhibits excellent bench stability and facilitates straightforward purification, making it well-suited for iterative synthesis campaigns in API development.

Synthesis

  • Route1
    • N-(4,5-Dichloropyridin-2-yl)pivalamide|CS-0910522
      188577-71-1
    • ~94%
    • In-stock
      4,5-Dichloropyridin-2-amine|CS-W006380
      188577-68-6

    References

    • Gudmundsson, Kristjan S.; Hinkley, Jack M.; Brieger, Michael S.; Drach, John C.; Townsend, Leroy B. Synthetic Communications, 1997 , vol. 27, # 5 p. 861 - 870
  • Route2

    References

    • Synthetic Communications, , vol. 27, # 5 p. 861 - 870
  • Route3

    References

    • Gudmundsson, Kristjan S.; Hinkley, Jack M.; Brieger, Michael S.; Drach, John C.; Townsend, Leroy B. Synthetic Communications, 1997 , vol. 27, # 5 p. 861 - 870

Safety Information

Download SDS
GHS Pictogram :
GHS No : GHS06
Signal Word : Danger
UN#: 2811
Class : 6.1
Packing Group : Ⅲ
Hazard Statements : H301
Precautionary Statements : P264-P270-P330-P405-P501

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Computational Chemistry Data

  • TPSA   38.91
  • LogP   1.9706
  • H_Acceptors   2
  • H_Donors   1
  • Rotatable_Bonds   0

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