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CS-W001157 4
Total: USD 88.00

(1-Methyl-1H-indol-2-yl)boronic acid

  • CAS No. 191162-40-0

  • Cat. No. CS-0101918
  • Purity≥97%
  • MDL No.MFCD01114668

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

(1-Methyl-1H-indol-2-yl)boronic acid|CS-0101918

Structure of 191162-40-0

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General Information

  • CAS No. 191162-40-0
  • Cat. No. CS-0101918
  • Purity ≥97%
  • MDL No. MFCD01114668
  • Storage -20°C, sealed storage, away from moisture
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₉H₁₀BNO₂
  • Molecular Weight 174.99
  • Synonym(s) N-METHYLINDOLE-2-BORONIC ACID
  • SMILES OB(C(N1C)=CC2=C1C=CC=C2)O

Description

This boronate moiety integrates seamlessly into Suzuki-Miyaura cross-coupling reactions, delivering robust yields under standard conditions. The methyl-substituted indole scaffold enhances solubility and stability, enabling efficient access to complex heterocyclic architectures in synthetic and medicinal chemistry workflows.

Application

(1-Methyl-1H-indol-2-yl)boronic acid serves as a versatile building block in Suzuki-Miyaura cross-coupling reactions, enabling efficient C–C bond formation with aryl and heteroaryl halides under mild conditions. The boronic acid exhibits good bench stability, facilitates straightforward purification, and tolerates a range of functional groups, making it well-suited for the construction of biologically relevant indole-containing scaffolds in medicinal chemistry and materials science applications.

Synthesis

  • Route1
    • In-stock
      1-Methylindole Ramosetron Impurity|CS-0161767
      603-76-9
    • null|null
      5419-55-6
    • ~52%
    • In-stock
      (1-Methyl-1H-indol-2-yl)boronic acid|CS-0101918
      191162-40-0

    References

    • Kyowa Hakko Kirin Co., Ltd. Patent: EP2108642 A1, 2009 ; Location in patent: Page/Page column 79 ;
  • Route2
    • In-stock
      1-Methylindole Ramosetron Impurity|CS-0161767
      603-76-9
    • null|null
      121-43-7
    • ~%
    • In-stock
      (1-Methyl-1H-indol-2-yl)boronic acid|CS-0101918
      191162-40-0

    References

    • US6437138 B1, ; US 6437138 B1

Safety Information

Download SDS
GHS Pictogram :
GHS No : GHS07
Signal Word : Warning
UN#: N/A
Class : N/A
Packing Group : N/A
Hazard Statements : H315-H319-H335
Precautionary Statements : P261-P264-P270-P271-P280-P302+P352-P304+P340-P362-P501

Quality Control

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Computational Chemistry Data

  • TPSA   45.39
  • LogP   -0.1419
  • H_Acceptors   3
  • H_Donors   2
  • Rotatable_Bonds   1

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