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5,6-Dimethylpyridine-2-carbonitrile

  • CAS No. 59146-67-7

  • Cat. No. CS-0061292
  • Purity≥98%
  • MDL No.None

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

5,6-Dimethylpyridine-2-carbonitrile|CS-0061292

Structure of 59146-67-7

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General Information

  • CAS No. 59146-67-7
  • Cat. No. CS-0061292
  • Purity ≥98%
  • MDL No. None
  • Storage 4°C
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₈H₈N₂
  • Molecular Weight 132.16
  • Synonym(s) 5,6-Dimethylpicolinonitrile
  • SMILES CC1=CC=C(C#N)N=C1C

Description

5,6-Dimethylpyridine-2-carbonitrile features a pyridine core bearing two methyl groups at the 5- and 6-positions and a nitrile group at the 2-position. This electron-deficient heterocycle integrates readily into transition metal-catalyzed coupling reactions, serving as a robust ligand scaffold in palladium-mediated transformations. The steric bulk of the methyl substituents enhances catalyst stability while maintaining reactivity.

Application

5,6-Dimethylpyridine-2-carbonitrile serves as a versatile building block in medicinal chemistry and catalyst design, leveraging its electron-deficient pyridine core and nitrile functionality. The ortho-cyano group enables selective metal coordination and facilitates downstream functionalization via nucleophilic addition or amidation. Its bench-stable nature and compatibility with standard coupling reactions make it suitable for modular synthesis of heterocyclic scaffolds and transition-metal ligands.

Synthesis

  • Route1
    • null|null
      22710-07-2
    • null|null
      7677-24-9
    • ~74%
    • In-stock
      5,6-Dimethylpyridine-2-carbonitrile|CS-0061292
      59146-67-7

    References

    • Tachdjian, Catherine; Patron, Andrew P.; Adamski-Werner, Sara L.; Bakir, Farid; Chen, Qing; Darmohusodo, Vincent; Hobson, Stephen Terrence; Li, Xiaodong; Qi, Ming; Rogers, Daniel Harry; Rinnova, Marketa; Servant, Guy; Tang, Xiao-Qing; Zoller, Mark; Wallace, David; Xing, Amy; Gubernator, Klaus Patent: US2005/84506 A1, 2005 ; Location in patent: Page/Page column 52 ; US 20050084506 A1
  • Route2

    References

    • GLAXO GROUP LIMITED; BLUNT, Richard; EATHERTON, Andrew John; GARZYA, Vincenzo; HEALY, Mark Patrick; MYATT, James; PORTER, Roderick Alan Patent: WO2011/12622 A1, 2011 ; WO 2011/012622 A1

Safety Information

Download SDS
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-P330-P362+P364-P405-P501

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Computational Chemistry Data

  • TPSA   36.68
  • LogP   1.57012
  • H_Acceptors   2
  • H_Donors   0
  • Rotatable_Bonds   0

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