4-Iodo-1H-pyrazolo[3,4-b]pyridine

Name: 4-Iodo-1H-pyrazolo[3,4-b]pyridine
Brand: ChemScene
Availability: InStock
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CAS No. 861881-02-9
Cat. No. CS-0053820
Purity≥97%
MDL No.None

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Type	HazMat Fee
Excepted Quantity	$0.00
FedEx Limited Quantities Ground	$0.00
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4-Iodo-1H-pyrazolo[3,4-b]pyridine|CS-0053820

Structure of 861881-02-9

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General Information

CAS No. 861881-02-9
Cat. No. CS-0053820
Purity ≥97%
MDL No. None
Storage 4°C, protect from light
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₆H₄IN₃
Molecular Weight 245.02
Synonym(s) 4-IODO-7-AZA-1H-INDAZOLE
SMILES IC1=CC=NC2=C1C=NN2

Description

4-Iodo-1H-pyrazolo[3,4-b]pyridine features a fused heterocyclic core with a reactive iodine substituent at the 4-position, enabling direct coupling in palladium-catalyzed cross-coupling reactions. The electron-deficient pyrazolopyridine scaffold supports efficient functionalization and integration into bioactive scaffolds. This bench-stable compound serves as a key intermediate for constructing complex nitrogen-rich architectures in medicinal chemistry and materials science.

Application

4-Iodo-1H-pyrazolo[3,4-b]pyridine serves as a versatile building block in medicinal chemistry, enabling palladium-catalyzed cross-coupling reactions due to its stable iodo functionality. The pyrazolopyridine core provides a rigid, electron-deficient heterocyclic scaffold with proven utility in constructing kinase inhibitors and other bioactive molecules. Bench-stable and compatible with standard purification methods, it facilitates efficient late-stage functionalization in multi-step syntheses.

Synthesis

Route1
- In-stock
  
  153034-82-3
- ~93%
- In-stock
  
  861881-02-9
References
- VERTEX PHARMACEUTICALS INCORPORATED Patent: WO2009/73300 A1, 2009 ; Location in patent: Page/Page column 108 ; WO 2009/073300 A1

Safety Information

Download SDS

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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Computational Chemistry Data

TPSA 41.57
LogP 1.5625
H_Acceptors 2
H_Donors 1
Rotatable_Bonds 0

Other Classifications

Building Blocks Skeleton Aromatic heterocycle compounds Pyridine compounds

Building Blocks Skeleton Aromatic heterocycle compounds Pyrazole compounds

Key Words

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4-Iodo-1H-pyrazolo[3,4-b]pyridine

CAS No. 861881-02-9

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