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CS-W001157 4
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Methyl 7-bromo-1H-indole-2-carboxylate

  • CAS No. 1158503-82-2

  • Cat. No. CS-W022882
  • Purity≥98%
  • MDL No.MFCD11111832

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

Methyl 7-bromo-1H-indole-2-carboxylate|CS-W022882

Structure of 1158503-82-2

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General Information

  • CAS No. 1158503-82-2
  • Cat. No. CS-W022882
  • Purity ≥98%
  • MDL No. MFCD11111832
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₀H₈BrNO₂
  • Molecular Weight 254.08
  • Synonym(s) 7-Bromo-1H-indole-2-carboxylic acid methyl ester
  • SMILES BrC2=C1[NH]C(=CC1=CC=C2)C(=O)OC

Description

Methyl 7-bromo-1H-indole-2-carboxylate features a brominated indole core with a methyl ester at the 2-position, enabling direct incorporation into Suzuki-Miyaura couplings and other cross-coupling reactions. The electron-deficient aryl bromide facilitates efficient palladium-catalyzed transformations, while the bench-stable ester group supports straightforward downstream functionalization in synthetic medicinal chemistry and materials development.

Application

Methyl 7-bromo-1H-indole-2-carboxylate serves as a versatile building block for the synthesis of substituted indoles and heterocyclic scaffolds. The bromo group at the 7-position enables palladium-catalyzed cross-coupling reactions, while the ester functionality supports selective transformations. Its bench-stable nature and compatibility with standard reaction conditions facilitate efficient access to bioactive molecules in medicinal chemistry and materials science applications.

Synthesis

  • Route1
    • null|null
      220448-44-2
    • ~91%
    • In-stock
      Methyl 7-bromo-1H-indole-2-carboxylate|CS-W022882
      1158503-82-2

    References

    • Ranasinghe, Nadeesha; Jones, Graham B. Bioorganic and Medicinal Chemistry Letters, 2013 , vol. 23, # 6 p. 1740 - 1742
  • Route2

    References

    • Bioorganic and Medicinal Chemistry Letters, , vol. 23, # 6 p. 1740 - 1742
  • Route3
    • null|null
      220448-44-2
    • ~93%
    • In-stock
      Methyl 7-bromo-1H-indole-2-carboxylate|CS-W022882
      1158503-82-2

    References

    • Ranasinghe, Nadeesha; Jones, Graham B. Bioorganic and Medicinal Chemistry Letters, 2013 , vol. 23, # 6 p. 1740 - 1742

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   42.09
  • LogP   2.717
  • H_Acceptors   2
  • H_Donors   1
  • Rotatable_Bonds   1

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