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CS-W001157 4
Total: USD 88.00

5-Bromo-3-fluorobenzene-1,2-diamine

  • CAS No. 517920-69-3

  • Cat. No. CS-W005739
  • Purity≥98%
  • MDL No.None

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

5-Bromo-3-fluorobenzene-1,2-diamine|CS-W005739

Structure of 517920-69-3

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General Information

  • CAS No. 517920-69-3
  • Cat. No. CS-W005739
  • Purity ≥98%
  • MDL No. None
  • Storage 4°C, protect from light
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₆H₆BrFN₂
  • Molecular Weight 205.03
  • Synonym(s) 5-BROMO-2,3-DIAMINOFLUOROBENZENE
  • SMILES NC1=CC(Br)=CC(F)=C1N

Description

5-Bromo-3-fluorobenzene-1,2-diamine delivers a uniquely functionalized aromatic scaffold featuring both bromo and fluoro substituents flanking the diamine core. This electron-deficient platform enables direct coupling in cross-coupling reactions and facilitates the construction of complex heterocycles. The molecule's stability under standard conditions supports reliable integration into synthetic sequences requiring precise spatial control.

Application

5-Bromo-3-fluorobenzene-1,2-diamine serves as a versatile building block for heterocyclic synthesis, enabling efficient access to substituted indoles, quinolines, and other nitrogen-containing scaffolds. The ortho-diamine functionality facilitates cyclization reactions under mild conditions, while the bromo and fluoro substituents offer complementary sites for palladium-catalyzed cross-coupling and electrophilic substitution. Bench-stable and readily purified by recrystallization, it functions effectively in multi-step synthetic sequences requiring functional group tolerance and predictable reactivity.

Synthesis

  • Route1

    References

    • WO2012/83170 A1, ; Page/Page column 156-157 ;
  • Route2

    References

    • Bioorganic and Medicinal Chemistry Letters, , vol. 18, # 24 p. 6390 - 6393

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

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Computational Chemistry Data

  • TPSA   52.04
  • LogP   1.7526
  • H_Acceptors   2
  • H_Donors   2
  • Rotatable_Bonds   0

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