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3-Bromo-5-methoxyaniline

  • CAS No. 16618-68-1

  • Cat. No. CS-B0549
  • Purity≥97%
  • MDL No.MFCD11878497

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

3-Bromo-5-methoxyaniline|CS-B0549

Structure of 16618-68-1

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General Information

  • CAS No. 16618-68-1
  • Cat. No. CS-B0549
  • Purity ≥97%
  • MDL No. MFCD11878497
  • Storage 4°C, protect from light
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₇H₈BrNO
  • Molecular Weight 202.05
  • Synonym(s) 3-Bromo-5-methyloxybenzenamine
  • SMILES NC1=CC(OC)=CC(Br)=C1

Description

3-Bromo-5-methoxyaniline features a bromine substituent at the meta position relative to the amino group and a methoxy group flanking the para position, delivering enhanced electron donation and improved solubility in organic solvents. This combination enables efficient coupling reactions in pharmaceutical synthesis and materials chemistry.

Application

3-Bromo-5-methoxyaniline serves as a versatile building block in medicinal chemistry, enabling efficient construction of heterocyclic scaffolds via palladium-catalyzed cross-coupling reactions. Its bromo group facilitates reliable C–C bond formation, while the methoxy and amino functionalities provide orthogonal handles for further derivatization. The compound exhibits excellent bench stability and is readily purified by recrystallization, making it well-suited for scale-up applications in API synthesis.

Synthesis

  • Route1

    References

    • US2007/123527 A1, ; Page/Page column 79 ;

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   2.0399
  • H_Acceptors   2
  • H_Donors   1
  • Rotatable_Bonds   1

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