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CS-W001157 4
Total: USD 88.00

6-Cyanoquinoline

  • CAS No. 23395-72-4

  • Cat. No. CS-0019004
  • Purity≥98%
  • MDL No.MFCD09999543

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

6-Cyanoquinoline|CS-0019004

Structure of 23395-72-4

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General Information

  • CAS No. 23395-72-4
  • Cat. No. CS-0019004
  • Purity ≥98%
  • MDL No. MFCD09999543
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₀H₆N₂
  • Molecular Weight 154.17
  • Synonym(s) Quinoline-6-carbonitrile
  • SMILES N#CC1=CC=C2N=CC=CC2=C1

Description

6-Cyanoquinoline features a nitrile group at the 6-position of the quinoline scaffold, enhancing electron-withdrawing character and enabling versatile conjugation in synthetic design. This moiety integrates readily into functional materials and pharmaceutical intermediates, offering improved solubility and stability under standard conditions.

Application

6-Cyanoquinoline serves as a versatile building block in synthetic organic chemistry, enabling efficient construction of functionalized heterocycles via palladium-catalyzed cross-coupling reactions. Its electron-deficient quinoline core enhances reactivity in nucleophilic substitution and transition-metal-mediated transformations, while the nitrile group offers orthogonal functionality for derivatization. The compound exhibits excellent bench stability and facilitates straightforward purification, making it well-suited for medicinal chemistry campaigns and API intermediate synthesis.

Synthesis

  • Route1

    References

    • RHIZEN PHARMACEUTICALS SA; INCOZEN THERAPEUTICS PVT. LTD.; VAKKALANKA, Swaroop Kumar Venkata Satya; NAGARATHNAM, Dhanapalan; VISWANADHA, Srikant; MUTHUPPALANIAPPAN, Meyyappan; BABU, Govindarajulu; BHAVAR, Prashant K Patent: WO2013/144737 A2, 2013 ; Location in patent: Paragraph 252 ;
  • Route2
    • null|null
      1092513-18-2
    • null|null
      557-21-1
    • ~96%
    • In-stock
      6-Cyanoquinoline|CS-0019004
      23395-72-4

    References

    • Srivastava, Rajiv R.; Zych, Andrew J.; Jenkins, David M.; Wang, Hong-Jun; Chen, Zhen-Jia; Fairfax, David J. Synthetic Communications, 2007 , vol. 37, # 3 p. 431 - 438
  • Route3

    References

    • WO2011/79804 A1, ; WO 2011/079804 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-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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