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CS-W001157 4
Total: USD 88.00

2-Chloroquinoline-3-carbonitrile

  • CAS No. 95104-21-5

  • Cat. No. CS-0070162
  • Purity≥98%
  • MDL No.None

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

2-Chloroquinoline-3-carbonitrile|CS-0070162

Structure of 95104-21-5

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General Information

  • CAS No. 95104-21-5
  • Cat. No. CS-0070162
  • Purity ≥98%
  • MDL No. None
  • Storage 4°C
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₀H₅ClN₂
  • Molecular Weight 188.61
  • Synonym(s) 2-CHLORO-3-CYANOQUINOLINE
  • SMILES N#CC1=C(Cl)N=C(C=CC=C2)C2=C1

Description

2-Chloroquinoline-3-carbonitrile features a fused heterocyclic core with complementary electron-withdrawing groups: a chlorine at the 2-position and a nitrile at the 3-position. This combination imparts enhanced reactivity in cross-coupling processes and facilitates incorporation into pharmaceutical scaffolds requiring halogenated, electron-deficient platforms. The compound exhibits bench-stable handling characteristics and solubility in common organic solvents.

Application

2-Chloroquinoline-3-carbonitrile serves as a versatile building block in medicinal chemistry and materials science, enabling efficient construction of quinoline-based scaffolds. Its ortho-chloro and nitrile groups facilitate diverse transformations, including palladium-catalyzed cross-couplings and nucleophilic substitutions, with excellent bench stability and straightforward purification.

Synthesis

  • Route1

    References

    • Augustine, John Kallikat; Atta, Rajendra Nath; Ramappa, Balakrishna Kolathur; Boodappa, Chandrakantha Synlett, 2009 , # 20 p. 3378 - 3382
  • Route2
    • 2-Oxo-1,2-dihydroquinoline-3-carbonitrile|CS-0216519
      36926-82-6
    • ~72%
    • In-stock
      2-Chloroquinoline-3-carbonitrile|CS-0070162
      95104-21-5

    References

    • El-Sayed, Ola A.; Aboul-Enein, Hassan Y. Archiv der Pharmazie, 2001 , vol. 334, # 4 p. 117 - 120
  • Route3
    • null|null
      93299-49-1
    • ~81%
    • In-stock
      2-Chloroquinoline-3-carbonitrile|CS-0070162
      95104-21-5

    References

    • Praveen Kumar Darsi; Shiva Kumar; Rama Devi; Naidu; Dubey Indian Journal of Heterocyclic Chemistry, 2012 , vol. 21, # 3 p. 237 - 244

Safety Information

Download SDS
GHS Pictogram :
GHS No : GHS05,GHS06
Signal Word : Danger
UN#: 2811
Class : 6.1
Packing Group : Ⅲ
Hazard Statements : H301-H318
Precautionary Statements : P264-P270-P280-P330-P405-P501

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Computational Chemistry Data

  • TPSA   36.68
  • LogP   2.75988
  • H_Acceptors   2
  • H_Donors   0
  • Rotatable_Bonds   0

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