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CS-W001157 4
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3-Bromo-5-fluoro-2-methylaniline

  • CAS No. 502496-36-8

  • Cat. No. CS-W005684
  • Purity≥98%
  • MDL No.MFCD03094193

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

3-Bromo-5-fluoro-2-methylaniline|CS-W005684

Structure of 502496-36-8

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General Information

  • CAS No. 502496-36-8
  • Cat. No. CS-W005684
  • Purity ≥98%
  • MDL No. MFCD03094193
  • Storage 4°C, protect from light
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₇H₇BrFN
  • Molecular Weight 204.04
  • Synonym(s) 2-Amino-6-bromo-4-fluorotoluene
  • SMILES NC1=CC(F)=CC(Br)=C1C

Description

3-Bromo-5-fluoro-2-methylaniline delivers a strategically functionalized aryl scaffold featuring bromine and fluorine substituents at meta positions relative to the aniline nitrogen, with a methyl group at the ortho position. This combination enables direct coupling in cross-coupling reactions while maintaining stability under standard conditions. The electron-withdrawing halogens enhance reactivity in palladium-catalyzed transformations, facilitating rapid access to complex heterocycles and biaryl architectures.

Application

3-Bromo-5-fluoro-2-methylaniline serves as a versatile building block in medicinal chemistry and agrochemical synthesis, enabling the construction of substituted anilines via Pd-catalyzed cross-coupling reactions. The ortho-methyl group enhances metabolic stability, while the bromo and fluoro substituents provide complementary sites for further functionalization. Its bench-stable nature and compatibility with standard coupling protocols facilitate efficient access to complex heterocyclic scaffolds and drug-like molecules.

Synthesis

  • Route1

    References

    • WO2011/130628 A1, ; Page/Page column 155 ; WO 2011/130628 A1
  • Route2

    References

    • US3954852 A1, ;
  • Route3

    References

    • WO2011/130628 A1, ; WO 2011/130628 A1

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   26.02
  • LogP   2.47882
  • H_Acceptors   1
  • H_Donors   1
  • Rotatable_Bonds   0

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