6-Methyl-1H-pyrazolo[3,4-b]pyridine

Name: 6-Methyl-1H-pyrazolo[3,4-b]pyridine
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CAS No. 885269-66-9
Cat. No. CS-M1320
Purity≥98%
MDL No.MFCD08234559

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Excepted Quantity	$0.00
FedEx Limited Quantities Ground	$0.00
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6-Methyl-1H-pyrazolo[3,4-b]pyridine|CS-M1320

Structure of 885269-66-9

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General Information

CAS No. 885269-66-9
Cat. No. CS-M1320
Purity ≥98%
MDL No. MFCD08234559
Storage 4°C
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₇H₇N₃
Molecular Weight 133.15
Synonym(s) 1H-Pyrazolo[3,4-b]pyridine,6-methyl
SMILES CC1=CC=C2C(NN=C2)=N1

Description

6-Methyl-1H-pyrazolo[3,4-b]pyridine features a fused heterocyclic core with enhanced electron density at the pyridine nitrogen, enabling efficient coupling in transition metal-catalyzed transformations. The methyl group at the 6-position provides steric stabilization and improves solubility in common organic solvents. This scaffold serves as a key building block in medicinal chemistry, particularly for kinase inhibitors and bioactive small molecules.

Application

6-Methyl-1H-pyrazolo[3,4-b]pyridine serves as a versatile heterocyclic building block in medicinal chemistry, enabling efficient access to bioactive scaffolds. Its fused pyrazolo-pyridine core exhibits favorable metabolic stability and π-stacking potential, while the methyl group enhances solubility and provides a site for further functionalization. The compound functions reliably in Pd-catalyzed cross-coupling reactions and demonstrates excellent bench stability, facilitating straightforward purification and integration into multi-step syntheses.

Synthesis

Route1
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  885269-66-9
References
- F. HOFFMANN-LA ROCHE AG; CHEN, Shaoqing; DE VICENTE FIDALGO, Javier; HAMILTON, Matthew Michael; HERMANN, Johannes Cornelius; KENNEDY-SMITH, Joshua; LI, Hongju; LOVEY, Allen John; LUCAS, Matthew C.; LUK, Kin-Chun Thomas; LYNCH, Stephen M.; O'YANG, Counde; PADILLA, Fernando; SCHOENFELD, Ryan Craig; SIDDURI, Achyutharao; SOTH, Michael; WANG, Ce; WOVKULICH, Peter Michael; ZHANG, Xiaohu Patent: WO2013/30138 A1, 2013 ;

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-H320-H335
Precautionary Statements : P261-P280-P302+P352

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Computational Chemistry Data

TPSA 41.57
LogP 1.26632
H_Acceptors 2
H_Donors 1
Rotatable_Bonds 0

Other Classifications

Building Blocks Skeleton Aromatic heterocycle compounds Pyrazole compounds

Key Words

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6-Methyl-1H-pyrazolo[3,4-b]pyridine

CAS No. 885269-66-9

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