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CS-W001157 4
Total: USD 88.00

5,6-Difluoro-1H-indole-3-carbaldehyde

  • CAS No. 260267-07-0

  • Cat. No. CS-0140485
  • Molecule weight181.14
  • Purity≥98%
  • MDL No.MFCD09954781

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

5,6-Difluoro-1H-indole-3-carbaldehyde|CS-0140485

Structure of 260267-07-0

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General Information

  • CAS No. 260267-07-0
  • Cat. No. CS-0140485
  • Purity ≥98%
  • MDL No. MFCD09954781
  • Storage 4°C, protect from light, stored under nitrogen
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₉H₅F₂NO
  • Molecular Weight 181.14
  • Synonym(s) 1H-Inden-1-one,5,6-difluoro-2,3-dihydro
  • SMILES O=CC1=CNC2=C1C=C(F)C(F)=C2

Description

5,6-Difluoro-1H-indole-3-carbaldehyde features a fluorinated indole core with electron-withdrawing difluoromethyl substituents at the 5- and 6-positions, enhancing electrophilicity at the carbonyl carbon. This bench-stable aldehyde integrates readily into transition-metal-catalyzed couplings and serves as a key building block for bioactive heterocycles in medicinal chemistry and agrochemical research.

Application

5,6-Difluoro-1H-indole-3-carbaldehyde serves as a versatile building block in medicinal chemistry, enabling the synthesis of fluorinated heterocyclic scaffolds. Its electrophilic aldehyde group facilitates standard coupling reactions, while the ortho-fluorine substituents enhance metabolic stability and modulate electronic properties. The compound exhibits bench stability and compatibility with common protecting group strategies, facilitating efficient downstream functionalization in API development workflows.

Synthesis

  • Route1
    • null|null
      68-12-2
    • In-stock
      5,6-Difluoroindole|CS-W009079
      169674-01-5
    • ~97%
    • In-stock
      5,6-Difluoro-1H-indole-3-carbaldehyde|CS-0140485
      260267-07-0

    References

    • Bayer Schering Pharma Aktiengesellschaft Patent: EP1932831 A1, 2008 ; Location in patent: Page/Page column 45 ;
  • Route2

    References

    • Vernalis Research Limited Patent: US6433175 B1, 2002 ;

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-H312-H332
Precautionary Statements : P261-P264-P270-P271-P280-P302+P352-P304+P340-P330-P362+P364-P501

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Computational Chemistry Data

  • TPSA   32.86
  • LogP   2.2586
  • H_Acceptors   1
  • H_Donors   1
  • Rotatable_Bonds   1

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