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2-Bromo-6-chloronicotinonitrile

  • CAS No. 1256833-80-3

  • Cat. No. CS-0186588
  • Purity≥98%
  • MDL No.None

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

2-Bromo-6-chloronicotinonitrile|CS-0186588

Structure of 1256833-80-3

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General Information

  • CAS No. 1256833-80-3
  • Cat. No. CS-0186588
  • Purity ≥98%
  • MDL No. None
  • Storage 4°C
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₆H₂BrClN₂
  • Molecular Weight 217.45
  • Synonym(s) 2-bromo-6-chloropyridine-3-carbonitrile
  • SMILES N#CC1=C(Br)N=C(Cl)C=C1

Description

2-Bromo-6-chloronicotinonitrile features a highly functionalized pyridine core bearing bromo, chloro, and nitrile groups at the 2-, 6-, and 3-positions, respectively. This electron-deficient heterocycle serves as a key building block in agrochemical and pharmaceutical synthesis, enabling efficient coupling reactions under standard conditions. The strategic placement of halogens facilitates selective cross-coupling transformations, while the nitrile group offers additional anchoring points for derivatization.

Application

2-Bromo-6-chloronicotinonitrile serves as a versatile building block in medicinal chemistry, enabling palladium-catalyzed cross-coupling reactions due to its complementary halogen reactivity. The nitrile group provides a handle for further functionalization, while the ortho-bromo and meta-chloro substituents offer orthogonal reactivity for sequential transformations. Its bench-stable crystalline form facilitates handling and purification, making it well-suited for iterative synthesis of heterocyclic scaffolds and API intermediates.

Safety Information

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GHS Pictogram :
GHS No : GHS07
Signal Word : Warning
UN#: N/A
Class : N/A
Packing Group : N/A
Hazard Statements : H302-H315-H319-H335
Precautionary Statements : P261-P264-P270-P271-P280-P302+P352-P304+P340-P305+P351+P338-P330-P362+P364-P403+P233-P405-P501

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Computational Chemistry Data

  • TPSA   36.68
  • LogP   2.36918
  • H_Acceptors   2
  • H_Donors   0
  • Rotatable_Bonds   0

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