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1-Methyl-5-(tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-indazole

  • CAS No. 1235469-00-7

  • Cat. No. CS-0022174
  • Purity≥97%
  • MDL No.MFCD15071438

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

1-Methyl-5-(tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-indazole|CS-0022174

Structure of 1235469-00-7

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General Information

  • CAS No. 1235469-00-7
  • Cat. No. CS-0022174
  • Purity ≥97%
  • MDL No. MFCD15071438
  • Storage 4°C
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₄H₁₉BN₂O₂
  • Molecular Weight 258.12
  • Synonym(s) 1-Methylindazole-5-boronic acid pinacol ester
  • SMILES CN1N=CC2=C1C=CC(B3OC(C)(C)C(C)(C)O3)=C2

Description

1-Methyl-5-(tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-indazole is a bench-stable boronate ester featuring a fused indazole core with a methyl group at the N1 position. The tetramethylboronate moiety enables efficient cross-coupling reactions under mild conditions, delivering functionalized indazoles with high selectivity and yield. This reagent integrates seamlessly into Suzuki-Miyaura coupling workflows for constructing complex heterocyclic architectures in medicinal chemistry and materials science.

Application

1-Methyl-5-(tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-indazole serves as a versatile boron building block for Suzuki-Miyaura cross-coupling reactions. The tetramethylboronate moiety enables efficient C–C bond formation under mild conditions, with excellent stability and compatibility across diverse functional groups. Its indazole core provides a privileged scaffold in medicinal chemistry, while the methyl substitution enhances solubility and synthetic handling. This reagent facilitates rapid access to biologically relevant heterocyclic architectures with predictable regiochemistry and high yields.

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   36.28
  • LogP   1.8725
  • H_Acceptors   4
  • H_Donors   0
  • Rotatable_Bonds   1

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