5-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-pyrazolo[3,4-b]pyridine

Name: 5-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-pyrazolo[3,4-b]pyridine
Brand: ChemScene
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CAS No. 1093819-50-1
Cat. No. CS-0030586
Purity≥97%
MDL No.MFCD09832892

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5-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-pyrazolo[3,4-b]pyridine|CS-0030586

Structure of 1093819-50-1

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Description

5-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-pyrazolo[3,4-b]pyridine is a bench-stable boronate reagent featuring a pyrazolopyridine core that integrates seamlessly into Suzuki-Miyaura coupling reactions. The tetramethyl-substituted dioxaborolane moiety enhances stability and functional group tolerance, enabling efficient cross-coupling under mild conditions.

Application

5-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-pyrazolo[3,4-b]pyridine serves as a versatile boronate building block for palladium-catalyzed cross-coupling reactions. Its pyrazolopyridine core provides a rigid, electron-deficient heterocyclic scaffold with demonstrated utility in constructing biologically relevant frameworks. The tetramethylboronate group ensures excellent stability, low toxicity, and compatibility with diverse reaction conditions, enabling efficient C–C bond formation under standard Suzuki-Miyaura coupling protocols. This compound facilitates rapid diversification in medicinal chemistry campaigns and is well-suited for parallel synthesis and library generation.

General Information

CAS No. 1093819-50-1
Cat. No. CS-0030586
Purity ≥97%
MDL No. MFCD09832892
Storage 4°C
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₁₂H₁₆BN₃O₂
Molecular Weight 245.09
Synonym(s) 5-(Tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-pyrazolo[3,4-B]pyridine
SMILES CC1(C)C(C)(C)OB(C2=CN=C(NN=C3)C3=C2)O1

Computational Chemistry Data

TPSA 60.03
LogP 1.2571
H_Acceptors 4
H_Donors 1
Rotatable_Bonds 1

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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Other Classifications

Building Blocks Skeleton Aromatic heterocycle compounds Pyridine compounds

Building Blocks Skeleton Aromatic heterocycle compounds Pyrazole compounds

Key Words

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5-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-pyrazolo[3,4-b]pyridine

CAS No. 1093819-50-1

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