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2,5-Dichloro-6-methylnicotinonitrile

  • CAS No. 84703-17-3

  • Cat. No. CS-0527939
  • Purity≥98%
  • MDL No.None

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

2,5-Dichloro-6-methylnicotinonitrile|CS-0527939

Structure of 84703-17-3

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General Information

  • CAS No. 84703-17-3
  • Cat. No. CS-0527939
  • Purity ≥98%
  • MDL No. None
  • Storage 4°C
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₇H₄Cl₂N₂
  • Molecular Weight 187.03
  • Synonym(s) 2,5-Dichloro-6-methylpyridine-3-carbonitrile
  • SMILES N#CC1=CC(Cl)=C(C)N=C1Cl

Description

2,5-Dichloro-6-methylnicotinonitrile features a sterically hindered pyridine core with electron-withdrawing chlorine and nitrile groups, enabling robust coupling in cross-coupling reactions. The methyl substituent enhances lipophilicity and metabolic stability, making this scaffold valuable for medicinal chemistry applications requiring precise electronic tuning and improved membrane permeability.

Application

2,5-Dichloro-6-methylnicotinonitrile serves as a versatile building block in medicinal chemistry, enabling efficient access to substituted pyridine scaffolds. The nitrile group facilitates nucleophilic addition and subsequent transformations, while the chloro substituents support palladium-catalyzed cross-coupling reactions. Its bench-stable nature and compatibility with diverse functional groups make it well-suited for modular synthesis workflows in API development.

Synthesis

  • Route1
    • null|null
      78-94-4
    • 2,2-Dichloromalononitrile|CS-0444376
      13063-43-9
    • ~49%
    • In-stock
      2,5-Dichloro-6-methylnicotinonitrile|CS-0527939
      84703-17-3

    References

    • Shvekhgeimer, M.-G. A.; Kobrakov, K. I.; Pavlov, A. G.; Sychev, S. S.; Popandopulo, N. G. Doklady Chemistry, 1989 , vol. 308, # 1-3 p. 265 - 268 Doklady Akademii Nauk SSSR, 1989 , vol. 308, # 2 p. 389 - 393
  • Route2
    • 5-Amino-2-chloro-6-methylnicotinonitrile|CS-0566907
      57183-29-6
    • ~%
    • In-stock
      2,5-Dichloro-6-methylnicotinonitrile|CS-0527939
      84703-17-3

    References

    • Perez-Medina et al. Journal of the American Chemical Society, 1947 , vol. 69, p. 2574,2577
  • Route3

    References

    • Perez-Medina et al. Journal of the American Chemical Society, 1947 , vol. 69, p. 2574,2577

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   36.68
  • LogP   2.5685
  • H_Acceptors   2
  • H_Donors   0
  • Rotatable_Bonds   0

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