5-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-indazole

Name: 5-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-indazole
Brand: ChemScene
Availability: InStock
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CAS No. 862723-42-0
Cat. No. CS-B0852
Purity≥97%
MDL No.MFCD07367523

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5-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-indazole|CS-B0852

Structure of 862723-42-0

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General Information

CAS No. 862723-42-0
Cat. No. CS-B0852
Purity ≥97%
MDL No. MFCD07367523
Storage Store at room temperature
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₁₃H₁₇BN₂O₂
Molecular Weight 244.10
Synonym(s) INDAZOLE-5-BORONIC ACID PINACOL ESTER
SMILES CC(C(C)(C)O1)(C)OB1C2=CC=C(NN=C3)C3=C2

Description

5-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-indazole features a boronate ester group enabling reliable Suzuki-Miyaura cross-coupling under mild conditions. This bench-stable reagent integrates readily into complex molecular architectures, particularly in medicinal chemistry and materials science applications where heterocyclic scaffolds are required.

Application

5-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-indazole serves as a versatile boron-containing building block for Suzuki-Miyaura cross-coupling reactions. The tetramethylborolane group enables efficient C–C bond formation under mild conditions, offering excellent functional group tolerance and bench stability. This reagent facilitates the rapid assembly of biaryl scaffolds and complex heterocyclic architectures commonly found in medicinal chemistry and materials science applications.

Synthesis

Route1
- In-stock
  
  53857-57-1
- In-stock
  
  73183-34-3
- ~82%
- In-stock
  
  862723-42-0
References
- WO2009/67586 A1, ; Page/Page column 42 ;

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 : H315-H319-H335
Precautionary Statements : P261-P264-P271-P280-P302+P352-P304+P340-P362-P405-P501

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Computational Chemistry Data

TPSA 47.14
LogP 1.8621
H_Acceptors 3
H_Donors 1
Rotatable_Bonds 1

Other Classifications

Building Blocks Skeleton Aromatic heterocycle compounds Indazole compounds

Key Words

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5-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-indazole

CAS No. 862723-42-0

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