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CS-W001157 4
Total: USD 88.00

Quinoline-2-carbonitrile

  • CAS No. 1436-43-7

  • Cat. No. CS-0007614
  • Purity≥98%
  • MDL No.MFCD00134341

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

Quinoline-2-carbonitrile|CS-0007614

Structure of 1436-43-7

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General Information

  • CAS No. 1436-43-7
  • Cat. No. CS-0007614
  • Purity ≥98%
  • MDL No. MFCD00134341
  • Storage RT, stored under nitrogen
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₀H₆N₂
  • Molecular Weight 154.17
  • Synonym(s) 2-quinolinecarbonitrile
  • SMILES N#CC1=NC2=CC=CC=C2C=C1

Description

Quinoline-2-carbonitrile features a rigid heteroaromatic core with a nitrile group at the 2-position, enabling strong dipole interactions and enhanced solubility in polar aprotic solvents. This configuration supports efficient coupling reactions and facilitates integration into pharmaceutical scaffolds requiring electron-deficient aromatic systems.

Application

Quinoline-2-carbonitrile serves as a versatile building block in medicinal chemistry and catalytic synthesis, enabling direct functionalization at the C2 position via palladium-catalyzed cross-coupling reactions. Its nitrile group provides enhanced solubility and serves as a handle for downstream transformations, including amidation and reduction to primary amine derivatives. Bench-stable and compatible with diverse reaction conditions, it functions effectively in the construction of bioactive heterocyclic scaffolds and pharmaceutical intermediates.

Synthesis

  • Route1
    • Quinoline-2-carboxamide|CS-0155992
      5382-42-3
    • ~88%
    • In-stock
      Quinoline-2-carbonitrile|CS-0007614
      1436-43-7

    References

    • Langry, Kevin C. Organic Preparations and Procedures International, 1994 , vol. 26, # 4 p. 429 - 438
  • Route2
    • null|null
      1613-37-2
    • null|null
      143-33-9
    • ~90%
    • In-stock
      Quinoline-2-carbonitrile|CS-0007614
      1436-43-7

    References

    • Vorbrueggen, Helmut; Krolikiewicz, Konrad Synthesis, 1983 , # 4 p. 316 - 319
  • Route3
    • null|null
      1613-37-2
    • null|null
      7677-24-9
    • ~89%
    • In-stock
      Quinoline-2-carbonitrile|CS-0007614
      1436-43-7

    References

    • Miyashita, Akira; Kawashima, Touru; Iijima, Chihoko; Higashino, Takeo Heterocycles, 1992 , vol. 33, # 1 p. 211 - 218

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-P305+P351+P338-P330-P362+P364-P403+P233-P405-P501

Quality Control

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Computational Chemistry Data

  • TPSA   36.68
  • LogP   2.10648
  • H_Acceptors   2
  • H_Donors   0
  • Rotatable_Bonds   0

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