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2-Bromo-4-fluoro-5-methoxyaniline

  • CAS No. 420786-92-1

  • Cat. No. CS-0159333
  • Purity≥98%
  • MDL No.MFCD09800756

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

2-Bromo-4-fluoro-5-methoxyaniline|CS-0159333

Structure of 420786-92-1

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General Information

  • CAS No. 420786-92-1
  • Cat. No. CS-0159333
  • Purity ≥98%
  • MDL No. MFCD09800756
  • Storage 4°C, protect from light
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₇H₇BrFNO
  • Molecular Weight 220.04
  • Synonym(s) Benzenamine, 2-bromo-4-fluoro-5-methoxy-
  • SMILES NC1=CC(OC)=C(F)C=C1Br

Description

This brominated aniline derivative features a methoxy group at the 5-position and fluorine at the 4-position, enabling selective coupling reactions in pharmaceutical synthesis. The electron-withdrawing halogens enhance reactivity while maintaining stability under standard conditions.

Application

2-Bromo-4-fluoro-5-methoxyaniline serves as a versatile building block in medicinal chemistry, enabling efficient construction of heterocyclic scaffolds via palladium-catalyzed coupling reactions. Its orthogonal functional groups—bromine for cross-coupling, fluoro for electrophilic substitution, and methoxy for directing effects—facilitate precise molecular diversification. The compound exhibits excellent bench stability and compatibility with standard purification protocols, making it well-suited for scalable synthesis and API intermediate development.

Synthesis

  • Route1

    References

    • GLAXO GROUP LIMITED Patent: WO2006/2047 A2, 2006 ; Location in patent: Page/Page column 79-80 ;

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   35.25
  • LogP   2.179
  • H_Acceptors   2
  • H_Donors   1
  • Rotatable_Bonds   1

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