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CS-W001157 4
Total: USD 88.00

(1H-Indol-4-yl)boronic acid

  • CAS No. 220465-43-0

  • Cat. No. CS-W014327
  • Purity≥98%
  • MDL No.MFCD03095175

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

(1H-Indol-4-yl)boronic acid|CS-W014327

Structure of 220465-43-0

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General Information

  • CAS No. 220465-43-0
  • Cat. No. CS-W014327
  • Purity ≥98%
  • MDL No. MFCD03095175
  • Storage -20°C, stored under nitrogen
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₈H₈BNO₂
  • Molecular Weight 160.97
  • Synonym(s) Indole-4-boronic acid
  • SMILES OB(C1=CC=CC2=C1C=CN2)O

Description

This boronate moiety integrates seamlessly into Suzuki-Miyaura cross-coupling reactions, enabling efficient C–C bond formation under standard conditions. The indole scaffold imparts stability and enhanced solubility, while the pendant boronic acid group facilitates reliable coupling with aryl halides and pseudohalides.

Application

(1H-Indol-4-yl)boronic acid serves as a versatile building block in Suzuki-Miyaura cross-coupling reactions, enabling efficient construction of biaryl and heteroaryl scaffolds. Its stability under ambient conditions and compatibility with diverse functional groups facilitate straightforward purification and broad application in medicinal chemistry and materials science.

Synthesis

  • Route1

    References

    • Journal of Organic Chemistry, , vol. 64, # 4 p. 1372 - 1374
  • Route2
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      121-43-7
    • ~%
    • (1H-Indol-4-yl)boronic acid|CS-W014327
      220465-43-0

    References

    • US2005/245524 A1, ; Page/Page column 74 ; US 20050245524 A1
  • Route3

    References

    • US6307056 B1, ; US 6307056 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 : 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   56.25
  • LogP   -0.1523
  • H_Acceptors   2
  • H_Donors   3
  • Rotatable_Bonds   1

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