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CS-W001157 4
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2-(5-Fluoro-1H-indol-3-yl)ethan-1-ol

  • CAS No. 101349-12-6

  • Cat. No. CS-0052263
  • Molecule weightNone
  • Purity≥98%
  • MDL No.MFCD09752697

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

2-(5-Fluoro-1H-indol-3-yl)ethan-1-ol|CS-0052263

Structure of 101349-12-6

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General Information

  • CAS No. 101349-12-6
  • Cat. No. CS-0052263
  • Purity ≥98%
  • MDL No. MFCD09752697
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₀H₁₀FNO
  • Molecular Weight None
  • Synonym(s) 2-(5-fluoro-1H-indol-3-yl)ethanol
  • SMILES OCCC1=CNC2=C1C=C(F)C=C2

Description

2-(5-Fluoro-1H-indol-3-yl)ethan-1-ol features a fluorinated indole core linked to a primary alcohol side chain, enabling direct functionalization in medicinal chemistry. The electron-deficient indole moiety enhances metabolic stability, while the pendant hydroxyl group facilitates conjugation or derivatization under standard conditions. This scaffold integrates readily into bioactive molecules requiring targeted aromatic and polar functionalities.

Application

2-(5-Fluoro-1H-indol-3-yl)ethan-1-ol serves as a versatile building block for the synthesis of biologically active indole derivatives. Its pendant hydroxyl group enables straightforward functionalization via etherification or oxidation, while the electron-deficient 5-fluoroindole core supports palladium-catalyzed cross-coupling reactions. The compound exhibits good bench stability and facilitates efficient purification, making it suitable for iterative medicinal chemistry campaigns and API intermediate development.

Synthesis

  • Route1
    • null|null
      954420-69-0
    • ~95%
    • In-stock
      2-(5-Fluoro-1H-indol-3-yl)ethan-1-ol|CS-0052263
      101349-12-6

    References

    • Gruenenthal GmbH Patent: US2010/48554 A1, 2010 ; Location in patent: Page/Page column 18 ;
  • Route2
    • Ethyl 2-(5-fluoro-1H-indol-3-yl)-2-oxoacetate|CS-0444139
      127561-11-9
    • ~98%
    • In-stock
      2-(5-Fluoro-1H-indol-3-yl)ethan-1-ol|CS-0052263
      101349-12-6

    References

    • Bristol-Myers Squibb Co. Patent: US5077293 A1, 1991 ;
  • Route3

    References

    • Mewshaw, Richard E.; Zhou, Dahui; Zhou, Ping; Shi, Xiaojie; Hornby, Geoffrey; Spangler, Taylor; Scerni, Rosemary; Smith, Deborah; Schechter, Lee E.; Andree, Terrance H. Journal of Medicinal Chemistry, 2004 , vol. 47, # 15 p. 3823 - 3842

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-H317-H319-H335
Precautionary Statements : P261-P264-P270-P271-P272-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   36.02
  • LogP   1.8418
  • H_Acceptors   1
  • H_Donors   2
  • Rotatable_Bonds   2

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