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CS-W001157 4
Total: USD 88.00

2-Amino-3-cyanopyridine

  • CAS No. 24517-64-4

  • Cat. No. CS-W002395
  • Purity≥96%
  • MDL No.MFCD00128867

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

2-Amino-3-cyanopyridine|CS-W002395

Structure of 24517-64-4

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General Information

  • CAS No. 24517-64-4
  • Cat. No. CS-W002395
  • Purity ≥96%
  • MDL No. MFCD00128867
  • Storage 4°C, protect from light
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₆H₅N₃
  • Molecular Weight 119.12
  • Synonym(s) 3-Cyano-2-pyridinamine
  • SMILES N#Cc1cccnc1N

Description

2-Amino-3-cyanopyridine serves as a key heterocyclic scaffold in medicinal chemistry, integrating an electron-rich amine and a strongly electron-withdrawing nitrile group. This combination enables versatile functionalization in transition metal-catalyzed cross-coupling reactions and facilitates the synthesis of advanced pharmaceutical intermediates under standard conditions.

Application

2-Amino-3-cyanopyridine serves as a versatile building block in heterocyclic synthesis, enabling direct functionalization at the 2-position via electrophilic substitution or transition-metal-catalyzed coupling. The amino and cyano groups offer orthogonal reactivity for sequential derivatization, supporting the construction of complex pyridine-based scaffolds relevant to medicinal chemistry. Its bench-stable crystalline form facilitates handling and purification, while maintaining compatibility with standard reaction conditions across synthetic workflows.

Synthesis

  • Route1
    • 3-Pyridinecarbonitrile, 2-chloro-|CS-0654103
      6602-54-6
    • ~%
    • In-stock
      2-Amino-3-cyanopyridine|CS-W002395
      24517-64-4

    References

    • Journal of Organic Chemistry, , vol. 19, p. 1633,1636 Org. Synth. Coll., , vol. Vol. IV, p. 166
  • Route2
    • 2-Aminonicotinaldehyde oxime|CS-0159423
      51527-89-0
    • ~%
    • In-stock
      2-Amino-3-cyanopyridine|CS-W002395
      24517-64-4

    References

    • Organic and Biomolecular Chemistry, , vol. 11, # 15 p. 2466 - 2472
  • Route3
    • null|null
      154420-84-5
    • ~52%
    • In-stock
      2-Amino-3-cyanopyridine|CS-W002395
      24517-64-4

    References

    • Troschutz; Dennstedt Archiv der Pharmazie, 1994 , vol. 327, # 2 p. 85 - 89

Safety Information

Download SDS
GHS Pictogram :
GHS No : GHS05,GHS07
Signal Word : Danger
UN#: 2811
Class : 6.1
Packing Group : Ⅲ
Hazard Statements : H302-H318
Precautionary Statements : P264-P270-P280-P330-P501

Quality Control

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Computational Chemistry Data

  • TPSA   62.7
  • LogP   0.53548
  • H_Acceptors   3
  • H_Donors   1
  • Rotatable_Bonds   0

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