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CS-W001157 4
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5-Bromoquinoline-8-carbonitrile

  • CAS No. 507476-70-2

  • Cat. No. CS-W004455
  • Purity≥95%
  • MDL No.MFCD21340269

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

5-Bromoquinoline-8-carbonitrile|CS-W004455

Structure of 507476-70-2

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General Information

  • CAS No. 507476-70-2
  • Cat. No. CS-W004455
  • Purity ≥95%
  • MDL No. MFCD21340269
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₀H₅BrN₂
  • Molecular Weight 233.07
  • Synonym(s) 5-Bromo-8-quinolinecarbonitrile
  • SMILES BrC1=C2C=CC=NC2=C(C#N)C=C1

Description

5-Bromoquinoline-8-carbonitrile features a quinoline core with bromine at the 5-position and a nitrile group at the 8-position, enabling efficient cross-coupling transformations. This electron-deficient heterocycle integrates readily into pharmaceutical scaffolds and functional materials, offering enhanced reactivity in palladium-catalyzed reactions under standard conditions.

Application

5-Bromoquinoline-8-carbonitrile serves as a versatile building block in synthetic organic chemistry, enabling palladium-catalyzed cross-coupling reactions due to its compatible bromo and nitrile functionalities. The molecule exhibits excellent bench stability and facilitates the construction of complex heterocyclic scaffolds relevant to medicinal chemistry and materials science.

Synthesis

  • Route1
    • 5-Aminoquinoline-8-carbonitrile|CS-0038453
      573758-03-9
    • ~51%
    • In-stock
      5-Bromoquinoline-8-carbonitrile|CS-W004455
      507476-70-2

    References

    • BRISTOL-MYERS SQUIBB COMPANY Patent: WO2005/40136 A1, 2005 ; Location in patent: Page/Page column 79 ; WO 2005/040136 A1

Safety Information

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Computational Chemistry Data

  • TPSA   36.68
  • LogP   2.86898
  • H_Acceptors   2
  • H_Donors   0
  • Rotatable_Bonds   0

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