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CS-W001157 4
Total: USD 88.00

2-Methoxyquinoline-3-boronic acid

  • CAS No. 886853-93-6

  • Cat. No. CS-0042694
  • Molecule weight203.00
  • Purity≥98%
  • MDL No.MFCD09800894

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

2-Methoxyquinoline-3-boronic acid|CS-0042694

Structure of 886853-93-6

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General Information

  • CAS No. 886853-93-6
  • Cat. No. CS-0042694
  • Purity ≥98%
  • MDL No. MFCD09800894
  • Storage 4°C
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₀H₁₀BNO₃
  • Molecular Weight 203.00
  • Synonym(s) 3-Borono-2-methoxyquinoline
  • SMILES COC1=NC2=C(C=CC=C2)C=C1B(O)O

Description

2-Methoxyquinoline-3-boronic acid features a boronic acid handle attached to a quinoline scaffold bearing a methoxy group at the 2-position. This electron-rich heterocycle enables efficient coupling in Suzuki-Miyaura reactions, delivering functionalized quinolines with high chemoselectivity. The methoxy substituent enhances solubility and stabilizes the boronate intermediate under standard conditions.

Application

2-Methoxyquinoline-3-boronic acid serves as a versatile building block in Suzuki-Miyaura cross-coupling reactions, enabling efficient construction of biaryl scaffolds under mild conditions. The methoxy group enhances solubility and stabilizes the boronic acid moiety, improving bench stability and simplifying purification. Its compatibility with diverse functional groups makes it well-suited for late-stage diversification in medicinal chemistry and materials synthesis.

Synthesis

  • Route1

    References

    • Journal of Organic Chemistry, , vol. 72, # 4 p. 1341 - 1346

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   62.58
  • LogP   -0.0768
  • H_Acceptors   4
  • H_Donors   2
  • Rotatable_Bonds   2

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