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CS-W001157 4
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5-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-indazol-3-amine

  • CAS No. 953411-16-0

  • Cat. No. CS-W022242
  • Purity≥95%
  • MDL No.MFCD16995867

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

5-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-indazol-3-amine|CS-W022242

Structure of 953411-16-0

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General Information

  • CAS No. 953411-16-0
  • Cat. No. CS-W022242
  • Purity ≥95%
  • MDL No. MFCD16995867
  • Storage 4°C, protect from light
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₃H₁₈BN₃O₂
  • Molecular Weight 259.11
  • Synonym(s) 5-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)indazol-3-amine
  • SMILES NC1=NNC2=C1C=C(B3OC(C)(C)C(C)(C)O3)C=C2

Description

This boronate-functionalized indazolamine integrates readily into Suzuki-Miyaura cross-coupling reactions under standard conditions. The tetramethylboronate moiety ensures high stability and compatibility with diverse reaction partners, enabling efficient construction of biologically relevant heterocyclic architectures.

Application

5-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-indazol-3-amine serves as a versatile boronate building block for Suzuki-Miyaura cross-coupling reactions. The indazol-3-amine core provides a pharmacophoric scaffold relevant to kinase inhibitors and bioactive heterocycles. Its tetramethylboronate group offers excellent bench stability, functional group tolerance, and compatibility with diverse transition metal catalysts, enabling efficient construction of complex biaryl architectures in medicinal chemistry and materials synthesis 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

Quality Control

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Computational Chemistry Data

  • TPSA   73.16
  • LogP   1.4443
  • H_Acceptors   4
  • H_Donors   2
  • Rotatable_Bonds   1

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