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CS-W001157 4
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Methyl 3-bromo-2-methoxybenzoate

  • CAS No. 260806-90-4

  • Cat. No. CS-0041494
  • Purity≥97%
  • MDL No.MFCD11042778

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

Methyl 3-bromo-2-methoxybenzoate|CS-0041494

Structure of 260806-90-4

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General Information

  • CAS No. 260806-90-4
  • Cat. No. CS-0041494
  • Purity ≥97%
  • MDL No. MFCD11042778
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₉H₉BrO₃
  • Molecular Weight 245.07
  • Synonym(s) Benzoic acid, 3-bromo-2-methoxy-, methyl ester
  • SMILES COC(=O)C1=C(OC)C(Br)=CC=C1

Description

Methyl 3-bromo-2-methoxybenzoate features a bromine atom at the meta position relative to the ester, paired with a methoxy group ortho to the carbonyl. This electron-deficient aromatic scaffold enables direct functionalization in cross-coupling reactions and serves as a key intermediate in synthesizing bioactive heterocycles and pharmaceuticals under standard conditions.

Application

Methyl 3-bromo-2-methoxybenzoate serves as a versatile building block for Suzuki-Miyaura and Stille coupling reactions, enabling the construction of biaryl and heteroaryl scaffolds under standard conditions. The bromine atom exhibits high reactivity in palladium-catalyzed cross-couplings, while the methoxy and ester groups provide orthogonal functionality for further derivatization. Its bench-stable nature and ease of purification make it well-suited for iterative synthesis workflows in medicinal chemistry and process development.

Synthesis

  • Route1
    • null|null
      67-56-1
    • In-stock
      3-Bromo-2-methoxybenzoic acid|CS-W008368
      101084-39-3
    • ~97%
    • In-stock
      Methyl 3-bromo-2-methoxybenzoate|CS-0041494
      260806-90-4

    References

    • Kline; Bowman; Iglewski; De Kievit; Kakai; Passador Bioorganic and Medicinal Chemistry Letters, 1999 , vol. 9, # 24 p. 3447 - 3452
  • Route2
    • In-stock
      3-Bromo-2-hydroxybenzoic acid|CS-W004936
      3883-95-2
    • null|null
      77-78-1
    • ~%
    • In-stock
      Methyl 3-bromo-2-methoxybenzoate|CS-0041494
      260806-90-4

    References

    • Laatsch, Hartmut; Pudleiner, Heinz Liebigs Annalen der Chemie, 1989 , p. 863 - 882

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   35.53
  • LogP   2.2443
  • H_Acceptors   3
  • H_Donors   0
  • Rotatable_Bonds   2

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