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CS-W001157 4
Total: USD 88.00

3-Methyl-1H-indazol-5-yl-5-boronic acid

  • CAS No. 1245816-25-4

  • Cat. No. CS-0006096
  • Purity≥98%
  • MDL No.MFCD12028643

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

3-Methyl-1H-indazol-5-yl-5-boronic acid|CS-0006096

Structure of 1245816-25-4

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General Information

  • CAS No. 1245816-25-4
  • Cat. No. CS-0006096
  • Purity ≥98%
  • MDL No. MFCD12028643
  • Storage 4°C
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₈H₉BN₂O₂
  • Molecular Weight 175.98
  • Synonym(s) (3-methyl-1H-indazol-5-yl)boronic acid
  • SMILES OB(C1=CC2=C(NN=C2C)C=C1)O

Description

3-Methyl-1H-indazol-5-yl-5-boronic acid features a boronic acid moiety integrated into a methyl-substituted indazolyl scaffold, enabling efficient Suzuki-Miyaura coupling reactions. The electron-rich aromatic system enhances reactivity, while the sterically accessible boron center facilitates reliable cross-coupling under standard conditions. This bench-stable reagent delivers precise structural incorporation in complex heterocyclic synthesis.

Application

3-Methyl-1H-indazol-5-yl-5-boronic acid serves as a versatile building block in Suzuki-Miyaura cross-coupling reactions, enabling efficient construction of biaryl architectures. Its stability under ambient conditions and compatibility with diverse functional groups facilitate reliable synthesis of substituted indazoles. The boronic acid moiety enables direct coupling with aryl halides and triflates, making it particularly valuable for medicinal chemistry campaigns targeting kinase inhibitors and other heterocyclic scaffolds.

Safety Information

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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   69.14
  • LogP   -0.44888
  • H_Acceptors   3
  • H_Donors   3
  • Rotatable_Bonds   1

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