(2-Methyl-2H-pyrazolo[3,4-b]pyridin-5-yl)boronic acid

Name: (2-Methyl-2H-pyrazolo[3,4-b]pyridin-5-yl)boronic acid
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CAS No. 2304634-03-3
Cat. No. CS-0177281
Purity≥95%
MDL No.None

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(2-Methyl-2H-pyrazolo[3,4-b]pyridin-5-yl)boronic acid|CS-0177281

Structure of 2304634-03-3

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General Information

CAS No. 2304634-03-3
Cat. No. CS-0177281
Purity ≥95%
MDL No. None
Storage 4°C
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₇H₈BN₃O₂
Molecular Weight 176.97
Synonym(s) 2-Methyl-2H-pyrazolo[3,4-B]pyridine-5-boronic acid
SMILES CN1N=C2C(C=C(B(O)O)C=N2)=C1

Description

This boronate moiety integrates readily into Suzuki-Miyaura couplings, delivering functionalized heterocycles with high efficiency. The pyrazolopyridine scaffold imparts stability and enhanced solubility under standard conditions, enabling straightforward access to complex molecular architectures in medicinal chemistry and materials science applications.

Application

(2-Methyl-2H-pyrazolo[3,4-b]pyridin-5-yl)boronic acid serves as a versatile building block in Suzuki-Miyaura cross-coupling reactions, enabling efficient C–C bond formation under mild conditions. The pyrazolo[3,4-b]pyridine core provides structural rigidity and favorable electronic properties, enhancing stability and functional group tolerance. Its bench-stable nature and compatibility with diverse substrates make it well-suited for the synthesis of biologically active heterocycles and advanced pharmaceutical intermediates.

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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Computational Chemistry Data

TPSA 71.17
LogP -1.3519
H_Acceptors 5
H_Donors 2
Rotatable_Bonds 1

Other Classifications

Building Blocks Skeleton Aromatic heterocycle compounds Pyridine compounds

Building Blocks Skeleton Aromatic heterocycle compounds Pyrazole compounds

Key Words

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(2-Methyl-2H-pyrazolo[3,4-b]pyridin-5-yl)boronic acid

CAS No. 2304634-03-3

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