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

Name: 6-Chloro-1H-pyrazolo[3,4-b]pyridine
Brand: ChemScene
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CAS No. 63725-51-9
Cat. No. CS-W004172
Purity≥97%
MDL No.MFCD09832900

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Type	HazMat Fee
Excepted Quantity	$0.00
FedEx Limited Quantities Ground	$0.00
Hazmat Ground shipping	$50.00+
Inaccessible (Haz class 6.1 or 9), Domestic	$68.00+
Accessible (Haz class 3, 4, 5 or 8), Domestic	$158.00+
Inaccessible (Haz class 6.1 or 9), International	$108.00+
Accessible (Haz class 3, 4, 5 or 8), International	$238.00+

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6-Chloro-1H-pyrazolo[3,4-b]pyridine|CS-W004172

Structure of 63725-51-9

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General Information

CAS No. 63725-51-9
Cat. No. CS-W004172
Purity ≥97%
MDL No. MFCD09832900
Storage Store at room temperature
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₆H₄ClN₃
Molecular Weight 153.57
Synonym(s) 1H-pyrazolo[3,4-b]pyridine, 6-chloro-
SMILES Clc1ccc2c(n1)[nH]nc2

Description

6-Chloro-1H-pyrazolo[3,4-b]pyridine is a heterocyclic scaffold featuring a chlorine substituent at the 6-position, enhancing its reactivity in cross-coupling and functionalization processes. This electron-deficient core integrates readily into pharmaceutical intermediates and bioactive molecules, offering improved solubility and stability under standard reaction conditions.

Application

6-Chloro-1H-pyrazolo[3,4-b]pyridine serves as a versatile heterocyclic building block for medicinal chemistry and agrochemical synthesis. Its chloro substituent enables palladium-catalyzed cross-coupling reactions, while the fused pyrazolo[3,4-b]pyridine core provides structural rigidity and favorable electronic properties. The compound exhibits good bench stability, facilitates straightforward purification, and functions effectively in diverse transformations including Suzuki-Miyaura and Buchwald-Hartwig couplings, enabling efficient access to complex molecular architectures.

Synthesis

Route1
- In-stock
  
  2402-78-0
- ~%
- In-stock
  
  63725-51-9
References
- WO2013/169964 A1, ;
Route2
- In-stock
  
  55304-73-9
- ~%
- In-stock
  
  63725-51-9
References
- WO2013/169964 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

Quality Control

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Computational Chemistry Data

TPSA 41.57
LogP 1.6113
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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6-Chloro-1H-pyrazolo[3,4-b]pyridine

CAS No. 63725-51-9

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