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CS-W001157 4
Total: USD 88.00

3-Amino-2,5-dichloropyridine

  • CAS No. 78607-32-6

  • Cat. No. CS-0021999
  • Purity≥97%
  • MDL No.MFCD00204157

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

3-Amino-2,5-dichloropyridine|CS-0021999

Structure of 78607-32-6

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General Information

  • CAS No. 78607-32-6
  • Cat. No. CS-0021999
  • Purity ≥97%
  • MDL No. MFCD00204157
  • Storage 4°C, protect from light
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₅H₄Cl₂N₂
  • Molecular Weight 163.00
  • Synonym(s) 2,5-Dichloropyridin-3-amine
  • SMILES NC1=CC(Cl)=CN=C1Cl

Description

3-Amino-2,5-dichloropyridine delivers a highly reactive pyridine scaffold bearing two chlorinated positions and a strategically placed amino group. This combination enables direct coupling reactions in medicinal chemistry and agrochemical synthesis, where regioselective functionalization is critical. The compound exhibits robust stability under standard conditions, facilitating straightforward handling and integration into multi-step transformations.

Application

3-Amino-2,5-dichloropyridine serves as a versatile building block in medicinal chemistry, enabling direct functionalization at the amino and chloro positions. Its ortho-dichloro substitution pattern facilitates palladium-catalyzed cross-coupling reactions, while the primary amine group supports acylation, alkylation, and reductive amination. Bench-stable and readily purified by recrystallization, it functions efficiently in the synthesis of heterocyclic scaffolds and API intermediates under standard reaction conditions.

Synthesis

  • Route1

    References

    • Jagadeesh, Rajenahally V.; Surkus, Annette-Enrica; Junge, Henrik; Pohl, Marga-Martina; Radnik, Joerg; Rabeah, Jabor; Huan, Heming; Schunemann, Volker; Brueckner, Angelika; Beller, Matthias Science, 2013 , vol. 342, # 6162 p. 1073 - 1076
  • Route2

    References

    • Journal of the Chemical Society, , p. 2042,2044
  • Route3

    References

    • Journal of the Chemical Society, , p. 2042,2044

Safety Information

Download SDS
GHS Pictogram :
GHS No : GHS05,GHS06
Signal Word : Danger
UN#: 2811
Class : 6.1
Packing Group : Ⅲ
Hazard Statements : H301-H315-H318-H335
Precautionary Statements : P261-P264-P270-P271-P280-P302+P352-P304+P340-P330-P362+P364-P405-P501

Quality Control

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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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