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CS-W001157 4
Total: USD 88.00

5-Bromo-[1,7]naphthyridine

  • CAS No. 17965-76-3

  • Cat. No. CS-0074093
  • Molecule weight209.04
  • Purity≥98%
  • MDL No.None

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

5-Bromo-[1,7]naphthyridine|CS-0074093

Structure of 17965-76-3

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General Information

  • CAS No. 17965-76-3
  • Cat. No. CS-0074093
  • Purity ≥98%
  • MDL No. None
  • Storage 4°C
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₈H₅BrN₂
  • Molecular Weight 209.04
  • Synonym(s) 5-Bromo-1,7-naphthyridine
  • SMILES BrC1=CN=CC2=NC=CC=C12

Description

5-Bromo-[1,7]naphthyridine features a bromine substituent at the 5-position of a [1,7]naphthyridine core, enabling direct functionalization in cross-coupling reactions. This electron-deficient heteroaromatic scaffold integrates readily into pharmaceutical intermediates and advanced ligands. The compound exhibits robust stability under standard conditions and facilitates efficient derivatization via palladium-catalyzed transformations.

Application

5-Bromo-[1,7]naphthyridine serves as a versatile building block in medicinal chemistry and materials science, enabling palladium-catalyzed cross-coupling reactions due to its well-established reactivity at the bromine site. The fused bicyclic scaffold provides rigidity and electron-deficient character, enhancing utility in constructing heterocyclic frameworks and functionalized aromatic systems. Bench-stable and readily purified by crystallization, it functions reliably in standard synthetic workflows involving Suzuki, Stille, or Negishi coupling protocols.

Synthesis

  • Route1
    • 5,8-Dibromo-1,7-naphthyridine|CS-0470356
      67967-19-5
    • ~8%
    • 1,7-Naphthyridin-5-amine|CS-0937238
      123434-45-7
    • In-stock
      5-Bromo-1,7-naphthyridin-8-amine|CS-0134057
      67967-17-3
    • In-stock
      5-Bromo-[1,7]naphthyridine|CS-0074093
      17965-76-3

    References

    • Wozniak, Marian Polish Journal of Chemistry, 1988 , vol. 62, # 1-3 p. 305 - 309

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   25.78
  • LogP   2.3923
  • H_Acceptors   2
  • H_Donors   0
  • Rotatable_Bonds   0

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