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CS-W001157 4
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4-Fluoro-N-methoxy-N-methylbenzamide

  • CAS No. 116332-54-8

  • Cat. No. CS-0042878
  • Purity≥95%
  • MDL No.MFCD02179265

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

4-Fluoro-N-methoxy-N-methylbenzamide|CS-0042878

Structure of 116332-54-8

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General Information

  • CAS No. 116332-54-8
  • Cat. No. CS-0042878
  • Purity ≥95%
  • MDL No. MFCD02179265
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₉H₁₀FNO₂
  • Molecular Weight 183.18
  • Synonym(s) Benzamide, 4-fluoro-N-methoxy-N-methyl-
  • SMILES O=C(N(OC)C)C1=CC=C(F)C=C1

Description

Ethyl p-toluenesulfonate was used to develop an extraction method for methyl and ethyl esters of various sulfonic acids in active pharmaceutical ingredients using solid-phase micro extraction coupled to GC/MS in the selected ion monitoring mode. It was used in a study to develop a fast and accurate method for determination of residues of some common alkylating agents employed in drug synthesis by in situ derivatization-headspace-gas chromatography-mass spectrometry.

Application

4-Fluoro-N-methoxy-N-methylbenzamide serves as a versatile building block in medicinal chemistry, enabling efficient amide bond formation and serving as a key intermediate in the synthesis of heterocyclic scaffolds. Its fluorinated aryl group enhances metabolic stability, while the N-methoxy-N-methyl substitution facilitates controlled reactivity in coupling reactions. The compound exhibits excellent bench stability and is compatible with standard purification protocols, making it well-suited for iterative synthetic workflows in API development.

Synthesis

  • Route1

    References

    • Seerden, Jean-Paul G.; Leusink-Ionescu, Gabriela; Leguijt, Robin; Saccavini, Catherine; Gelens, Edith; Dros, Bas; Woudenberg-Vrenken, Titia; Molema, Grietje; Kamps, Jan A.A.M.; Kellogg, Richard M. Bioorganic and Medicinal Chemistry Letters, 2014 , vol. 24, # 5 p. 1352 - 1357
  • Route2

    References

    • Hayashi, Yoshio; Yamazaki, Yuri; Sumikura, Makiko; Masuda, Yurika; Hayashi, Yoshiki; Yasui, Hiroyuki; Kiso, Yoshiaki; Chinen, Takumi; Usui, Takeo; Yakushiji, Fumika; Potts, Barbara; Neuteboom, Saskia; Palladino, Michael; Lloyd, George Kenneth Bioorganic and Medicinal Chemistry, 2012 , vol. 20, # 14 p. 4279 - 4289
  • Route3
    • In-stock
      4-Fluorobenzoyl Chloride|CS-0622154
      403-43-0
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      1117-97-1
    • ~94%
    • In-stock
      4-Fluoro-N-methoxy-N-methylbenzamide|CS-0042878
      116332-54-8

    References

    • Murphy, John A.; Commeureuc, Aurelien G. J.; Snaddon, Thomas N.; McGuire, Thomas M.; Khan, Tanweer A.; Hisler, Kevin; Dewis, Mark L.; Carling, Robert Organic Letters, 2005 , vol. 7, # 7 p. 1427 - 1429

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   29.54
  • LogP   1.4591
  • H_Acceptors   2
  • H_Donors   0
  • Rotatable_Bonds   2

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