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CS-W001157 4
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4-Fluoro-2-methoxyaniline

  • CAS No. 450-91-9

  • Cat. No. CS-B0927
  • Purity≥97%
  • MDL No.MFCD00077536

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

4-Fluoro-2-methoxyaniline|CS-B0927

Structure of 450-91-9

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General Information

  • CAS No. 450-91-9
  • Cat. No. CS-B0927
  • Purity ≥97%
  • MDL No. MFCD00077536
  • Storage 4°C, protect from light
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₇H₈FNO
  • Molecular Weight None
  • Synonym(s) benzenamine, 4-fluoro-2-methoxy-
  • SMILES NC1=CC=C(F)C=C1OC

Description

4-Fluoro-2-methoxyaniline features a fluorine atom at the para position and a methoxy group at the ortho position relative to the amine, creating a uniquely activated aromatic scaffold. This electron-rich, bench-stable aniline derivative enables direct coupling reactions and serves as a key intermediate in pharmaceutical synthesis.

Application

4-Fluoro-2-methoxyaniline serves as a versatile building block in medicinal chemistry, enabling the synthesis of fluorinated aromatic scaffolds via Suzuki-Miyaura and Buchwald-Hartwig coupling reactions. Its ortho-methoxy and para-fluoro substituents offer orthogonal reactivity for sequential functionalization, while the aniline nitrogen supports facile protection and derivatization. Bench-stable and readily purified by column chromatography, it functions efficiently in standard cross-coupling and electrophilic substitution workflows.

Synthesis

  • Route1

    References

    • Yuhan Corporation Patent: US6352993 B1, 2002 ; Location in patent: Page column 30 ;
  • Route2
    • In-stock
      5-Fluoro-2-nitroanisole|CS-B0932
      448-19-1
    • null|null
      7440-02-0
    • ~%
    • In-stock
      4-Fluoro-2-methoxyaniline|CS-B0927
      450-91-9

    References

    • Mitsubishi Pharma Corporation Patent: US6455528 B1, 2002 ;
  • Route3

    References

    • Jacquet, Jean-Pierre; Bouzard, Daniel; Cesare, Pierre Di; Dolnic, Nicolas; Massoudi, Massoud; Remuzon, Philippe Heterocycles, 1992 , vol. 34, # 12 p. 2301 - 2311

Safety Information

Download SDS
GHS Pictogram :
GHS No : GHS06
Signal Word : Danger
UN#: 2811
Class : 6.1
Packing Group : Ⅲ
Hazard Statements : H312+H332-H315-H319-H331-H335
Precautionary Statements : P261-P264-P270-P271-P280-P302+P352-P304+P340-P330-P361+P364-P403+P233-P405-P501

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Computational Chemistry Data

  • TPSA   35.25
  • LogP   1.4165
  • H_Acceptors   2
  • H_Donors   1
  • Rotatable_Bonds   1

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