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5-Amino-2-chloropyridine-3-carbonitrile

  • CAS No. 13600-46-9

  • Cat. No. CS-0050689
  • Purity≥98%
  • MDL No.None

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

5-Amino-2-chloropyridine-3-carbonitrile|CS-0050689

Structure of 13600-46-9

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General Information

  • CAS No. 13600-46-9
  • Cat. No. CS-0050689
  • Purity ≥98%
  • MDL No. None
  • Storage 4°C
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₆H₄ClN₃
  • Molecular Weight 153.57
  • Synonym(s) 5-AMino-2-chloro-nicotinonitrile
  • SMILES NC1=CN=C(Cl)C(=C1)C#N

Description

5-Amino-2-chloropyridine-3-carbonitrile features a trifunctional pyridine core enabling diverse synthetic transformations. The amino group facilitates nucleophilic coupling, while the chloro and cyano substituents support palladium-catalyzed cross-coupling and electrophilic functionalization. This electron-deficient heterocycle integrates readily into bioactive scaffolds and advanced materials.

Application

5-Amino-2-chloropyridine-3-carbonitrile serves as a versatile building block in medicinal chemistry, enabling efficient access to functionalized pyridine scaffolds. Its amino and nitrile groups offer orthogonal reactivity for coupling and derivatization, while the chloro substituent facilitates palladium-catalyzed cross-coupling reactions. The compound exhibits good bench stability and is compatible with standard purification protocols, making it well-suited for use in iterative synthesis campaigns targeting heterocyclic APIs and kinase inhibitors.

Safety Information

Download SDS
GHS Pictogram :
GHS No : GHS06
Signal Word : Danger
UN#: 2811
Class : 6.1
Packing Group : Ⅲ
Hazard Statements : H301-H311-H331
Precautionary Statements : P261-P264-P270-P271-P280-P302+P352-P304+P340-P330-P361+P364-P405-P501

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Computational Chemistry Data

  • TPSA   62.7
  • LogP   1.18888
  • H_Acceptors   3
  • H_Donors   1
  • Rotatable_Bonds   0

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