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1-Methyl-6-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-indazole

  • CAS No. 1256359-09-7

  • Cat. No. CS-0041371
  • Purity≥97%
  • MDL No.MFCD15071439

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

1-Methyl-6-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-indazole|CS-0041371

Structure of 1256359-09-7

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General Information

  • CAS No. 1256359-09-7
  • Cat. No. CS-0041371
  • Purity ≥97%
  • MDL No. MFCD15071439
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₄H₁₉BN₂O₂
  • Molecular Weight 258.12
  • Synonym(s) 1H-Indazole, 1-Methyl-6-(4,4,5,5-tetraMethyl-1,3,2-dioxaborolan-2-yl)-
  • SMILES CC1(C)C(C)(C)OB(C2=CC3=C(C=C2)C=NN3C)O1

Description

1-Methyl-6-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-indazole delivers a boronate ester functionality fused to a methyl-substituted indazole core. This bench-stable reagent enables efficient Suzuki-Miyaura coupling under standard conditions, integrating readily into complex heterocyclic scaffolds. The tetramethyl-dioxaborolane group enhances reaction kinetics and stability during storage and handling.

Application

1-Methyl-6-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-indazole serves as a versatile boronate building block in palladium-catalyzed cross-coupling reactions. Its stability under ambient conditions and compatibility with diverse functional groups enable efficient construction of biaryl and heteroaryl scaffolds. The tetramethylboronate moiety facilitates reliable Suzuki-Miyaura coupling, making this compound a practical reagent for medicinal chemistry and process development workflows.

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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