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CS-W001157 4
Total: USD 88.00

2-Methylquinoline-6-carbonitrile

  • CAS No. 73013-69-1

  • Cat. No. CS-0199221
  • Purity≥98%
  • MDL No.None

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

2-Methylquinoline-6-carbonitrile|CS-0199221

Structure of 73013-69-1

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General Information

  • CAS No. 73013-69-1
  • Cat. No. CS-0199221
  • Purity ≥98%
  • MDL No. None
  • Storage 4°C
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₁H₈N₂
  • Molecular Weight 168.19
  • Synonym(s) 6-quinolinecarbonitrile, 2-methyl-
  • SMILES CC1=NC2=C(C=C1)C=C(C=C2)C#N

Description

2-Methylquinoline-6-carbonitrile features a sterically hindered quinoline core with a nitrile group at the 6-position, enabling robust coupling reactions. The methyl substituent enhances electron density at the C2 position, facilitating selective functionalization in transition-metal-catalyzed transformations. This bench-stable heterocycle serves as a key scaffold in medicinal chemistry and materials science.

Application

2-Methylquinoline-6-carbonitrile serves as a versatile building block in medicinal chemistry and catalytic synthesis, offering a rigid heteroaromatic scaffold with orthogonal functional handles. The nitrile group enables subsequent transformations such as amidation, hydrolysis, or nucleophilic addition, while the methyl substituent provides steric definition and potential for further functionalization. Its stability under standard reaction conditions and compatibility with common coupling protocols facilitate integration into complex molecular architectures.

Synthesis

  • Route1
    • null|null
      37535-43-6
    • ~77%
    • In-stock
      2-Methylquinoline-6-carbonitrile|CS-0199221
      73013-69-1

    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
    • In-stock
      6-Bromo-2-methylquinoline|CS-W004107
      877-42-9
    • null|null
      544-92-3
    • ~77%
    • In-stock
      2-Methylquinoline-6-carbonitrile|CS-0199221
      73013-69-1

    References

    • Jyothish, Kuthanapillil; Arun, Kalliat T.; Ramaiah, Danaboyina Organic Letters, 2004 , vol. 6, # 22 p. 3965 - 3968
  • Route3
    • null|null
      106-40-1
    • ~%
    • In-stock
      2-Methylquinoline-6-carbonitrile|CS-0199221
      73013-69-1

    References

    • Jyothish, Kuthanapillil; Arun, Kalliat T.; Ramaiah, Danaboyina Organic Letters, 2004 , vol. 6, # 22 p. 3965 - 3968

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-H312-H332
Precautionary Statements : P261-P264-P270-P271-P280-P302+P352-P304+P340-P330-P363-P501

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Computational Chemistry Data

  • TPSA   36.68
  • LogP   2.4149
  • H_Acceptors   2
  • H_Donors   0
  • Rotatable_Bonds   0

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