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

Name: 5-Methyl-1-(oxan-2-yl)-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-indazole
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CAS No. 1698028-42-0
Cat. No. CS-0056168
Purity≥97%
MDL No.None

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5-Methyl-1-(oxan-2-yl)-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-indazole|CS-0056168

Structure of 1698028-42-0

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Description

This boronate-functionalized indazole integrates seamlessly into Suzuki-Miyaura cross-coupling reactions under standard conditions. The oxan-2-yl group enhances solubility and stability, while the tetramethylboronate moiety enables efficient palladium-catalyzed coupling with aryl and heteroaryl halides.

Application

5-Methyl-1-(oxan-2-yl)-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-indazole serves as a versatile boronate building block for Suzuki-Miyaura coupling reactions. The indazole core offers enhanced metabolic stability and favorable π-stacking potential in medicinal chemistry applications. The oxan-2-yl group provides steric and electronic modulation, while the pinacol boronate enables excellent bench stability, mild reaction conditions, and broad functional group tolerance across diverse synthetic workflows.

General Information

CAS No. 1698028-42-0
Cat. No. CS-0056168
Purity ≥97%
MDL No. None
Storage 4°C
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₁₉H₂₇BN₂O₃
Molecular Weight 342.24
Synonym(s) 5-Methyl-1-(tetrahydro-pyran-2-yl)-4-(4,4,5,5-tetramethyl-[1,3,2]dioxaborolan-2-yl)-1H-indazole
SMILES CC1(C)C(C)(C)OB(C2=C(C)C=CC3=C2C=NN3C4OCCCC4)O1

Computational Chemistry Data

TPSA 45.51
LogP 3.34302
H_Acceptors 5
H_Donors 0
Rotatable_Bonds 2

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-P280-P302+P352

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Other Classifications

Building Blocks Skeleton Aromatic heterocycle compounds Indazole compounds

Building Blocks Skeleton Aliphatic heterocycle compounds Tetrahydropyran compounds

Key Words

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

CAS No. 1698028-42-0

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