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CS-W001157 4
Total: USD 88.00

5-BroMo-6-azaindole

  • CAS No. 1215387-58-8

  • Cat. No. CS-W019615
  • Purity≥96%
  • MDL No.MFCD12024306

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

5-BroMo-6-azaindole|CS-W019615

Structure of 1215387-58-8

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General Information

  • CAS No. 1215387-58-8
  • Cat. No. CS-W019615
  • Purity ≥96%
  • MDL No. MFCD12024306
  • Storage 4°C
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₇H₅BrN₂
  • Molecular Weight 197.03
  • Synonym(s) 5-Bromo-1H-pyrrolo[2,3-c]pyridine
  • SMILES BrC1=NC=C2NC=CC2=C1

Description

5-Bromo-6-azaindole delivers a sterically accessible, electron-deficient heterocyclic scaffold ideal for transition-metal-catalyzed cross-couplings. The bromine at the 5-position enables direct functionalization, while the nitrogen in the 6-position enhances solubility and modulates reactivity. This bench-stable building block integrates seamlessly into complex molecular architectures.

Application

5-Bromo-6-azaindole serves as a versatile building block in medicinal chemistry, enabling palladium-catalyzed cross-coupling reactions due to its stable bromo substituent and electron-deficient heterocyclic core. Its moderate basicity and bench stability facilitate purification and handling in multi-step syntheses. Functions effectively in Suzuki-Miyaura, Stille, and Negishi couplings for constructing complex heterocyclic scaffolds relevant to kinase inhibitors and other bioactive molecules.

Synthesis

  • Route1
    • null|null
      1268816-53-0
    • ~56%
    • In-stock
      5-BroMo-6-azaindole|CS-W019615
      1215387-58-8

    References

    • CENTAURUS BIOPHARMA CO., LTD.; XIAO, Dengming; ZHU, Yan; HU, Yuandong; WANG, Huting; LIU, Yuliang; LI, Jijun; SUN, Deguang; WANG, Zhe; WEI, Yongheng; WANG, Zanping; TANG, Guojing; JING, Lutao Patent: WO2012/103806 A1, 2012 ; Location in patent: Page/Page column 44 ; WO 2012/103806 A1
  • Route2

    References

    • EP2474540 A1, ;
  • Route3

    References

    • WO2012/103806 A1, ; WO 2012/103806 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
Precautionary Statements : P264-P270-P330-P501

Quality Control

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Computational Chemistry Data

  • TPSA   28.68
  • LogP   2.3254
  • H_Acceptors   1
  • H_Donors   1
  • Rotatable_Bonds   0

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