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

Name: 2-Methyl-6-(tetramethyl-1,3,2-dioxaborolan-2-yl)-2H-indazole
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CAS No. 1204580-79-9
Cat. No. CS-0051846
Purity≥95%
MDL No.None

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2-Methyl-6-(tetramethyl-1,3,2-dioxaborolan-2-yl)-2H-indazole|CS-0051846

Structure of 1204580-79-9

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General Information

CAS No. 1204580-79-9
Cat. No. CS-0051846
Purity ≥95%
MDL No. None
Storage 4°C
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₁₄H₁₉BN₂O₂
Molecular Weight 258.12
Synonym(s) 2-Methyl-6-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-2H-indazole
SMILES CN1C=C2C=CC(=CC2=N1)B1OC(C)(C)C(C)(C)O1

Description

2-Methyl-6-(tetramethyl-1,3,2-dioxaborolan-2-yl)-2H-indazole features a boronate ester group enabling efficient Suzuki-Miyaura coupling under mild conditions. The tetramethylboronate moiety enhances stability and solubility in organic solvents, while the indazole scaffold provides a rigid, electron-rich platform for bioactive molecule synthesis. This compound serves as a key intermediate in medicinal chemistry campaigns targeting kinase inhibitors and other heterocyclic therapeutics.

Application

2-Methyl-6-(tetramethyl-1,3,2-dioxaborolan-2-yl)-2H-indazole serves as a versatile boron-containing building block for Suzuki-Miyaura cross-coupling reactions. The tetramethylborolane moiety provides excellent stability, low toxicity, and high functional group tolerance, enabling efficient C–C bond formation under mild conditions. Its indazole core offers a privileged scaffold in medicinal chemistry, while the methyl and boron substituents allow for regioselective derivatization in late-stage functionalization 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 : H315-H319-H335
Precautionary Statements : P261-P264-P271-P280-P302+P352-P304+P340-P362-P405-P501

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Computational Chemistry Data

TPSA 36.28
LogP 1.8725
H_Acceptors 4
H_Donors 0
Rotatable_Bonds 1

Other Classifications

Building Blocks Skeleton Aromatic heterocycle compounds Indazole compounds

Key Words

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

CAS No. 1204580-79-9

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