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CS-W001157 4
Total: USD 88.00

3-Bromo-5,6,7,8-tetrahydroquinoline

  • CAS No. 82132-68-1

  • Cat. No. CS-0102098
  • Purity≥95%
  • MDL No.MFCD11111668

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

3-Bromo-5,6,7,8-tetrahydroquinoline|CS-0102098

Structure of 82132-68-1

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General Information

  • CAS No. 82132-68-1
  • Cat. No. CS-0102098
  • Purity ≥95%
  • MDL No. MFCD11111668
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₉H₁₀BrN
  • Molecular Weight 212.09
  • Synonym(s) None
  • SMILES BrC1=CC2=C(CCCC2)N=C1

Description

3-Bromo-5,6,7,8-tetrahydroquinoline features a brominated heterocyclic core with enhanced solubility and reactivity in cross-coupling transformations. The saturated quinoline ring system imparts stability while the pendant bromide enables efficient palladium-catalyzed functionalization. This compound serves as a direct precursor for biologically active scaffolds and advanced synthetic intermediates in medicinal chemistry.

Application

3-Bromo-5,6,7,8-tetrahydroquinoline serves as a versatile building block in medicinal chemistry and synthetic organic chemistry. The bromine substituent enables palladium-catalyzed cross-coupling reactions, while the saturated quinoline core offers enhanced solubility and metabolic stability. This compound facilitates efficient access to complex heterocyclic scaffolds and is valued for its bench stability and compatibility with standard reaction conditions.

Synthesis

  • Route1
    • null|null
      1125-99-1
    • In-stock
      5-Bromo-1,2,3-triazine|CS-0157357
      114078-88-5
    • ~67%
    • In-stock
      3-Bromo-5,6,7,8-tetrahydroquinoline|CS-0102098
      82132-68-1

    References

    • Anderson, Erin D.; Boger, Dale L. Journal of the American Chemical Society, 2011 , vol. 133, # 31 p. 12285 - 12292
  • Route2
    • 6-Heptynenitrile|CS-0207682
      15295-69-9
    • ~%
    • In-stock
      3-Bromo-5,6,7,8-tetrahydroquinoline|CS-0102098
      82132-68-1

    References

    • Brien, David J.; Naiman, Alaric; Vollhardt, K. Peter C. Journal of the Chemical Society, Chemical Communications, 1982 , # 2 p. 133 - 134
  • Route3

    References

    • Zhao, Le; Tsukano, Chihiro; Kwon, Eunsang; Takemoto, Yoshiji; Hirama, Masahiro Angewandte Chemie - International Edition, 2013 , vol. 52, # 6 p. 1722 - 1725 Angew. Chem., 2013 , vol. 125, # 6 p. 1766 - 1769,4

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   12.89
  • LogP   2.7229
  • H_Acceptors   1
  • H_Donors   0
  • Rotatable_Bonds   0

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