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6-chloro-1H-pyrazolo[3,4-b]pyridine(CAS#63725-51-9)

Chemical Property:

Molecular Formula C6H4ClN3
Molar Mass 153.57
Density 1.61
Boling Point 262℃
Flash Point 113℃
Vapor Presure 0mmHg at 25°C
pKa 5.20±0.40(Predicted)
Storage Condition under inert gas (nitrogen or Argon) at 2-8°C
Refractive Index 1.72

Product Detail

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Introduction

6-choro-1H-pyrazolo [3,4-b]pyridine is an organic compound with the chemical formula C8H5ClN2. It has the form of a white crystalline solid.

 

Nature:

-Appearance: White crystalline solid

-relative molecular mass: 160.59g/mol

-Melting point: 165-168°C

-Boiling point: 362.8°C

 

Use:

6-chloro-1H-pyrazolo[3,4-b]pyridine can be used as chemical intermediates for various reactions in organic synthesis, such as as fluorescent probes, fluorescent labels and the synthesis of heterocyclic compounds. It can also be used in pharmaceutical research and development.

 

Preparation Method:

6-chloro-1H-pyrazolo[3,4-b]pyridine can be prepared by the following synthetic route:

1. First prepare 2,3-dichloro-5-cyanopyridine (2,3-dichloro-5-cyanopyridine);

2. reacting 2,3-dichloro-5-cyanopyridine with p-aminobenzoic acid ester to obtain 3-amino-4-cyanopyridine (3-amino-4-cyanopyridine);

3. In the presence of a base, 3-amino-4-cyanopyridine and diene are synthesized into 6-chloroo-1H-pyrazolo [3,4-b]pyridine.

 

Safety Information:

When handling 6-choro-1H-pyrazolo [3,4-b]pyridine, appropriate safety measures need to be taken. It may be irritating to the eyes, skin and respiratory system, so wear protective glasses, protective gloves and protective masks. At the same time, operate in a well-ventilated place and avoid inhaling its dust or gas. If necessary, use the compound in a chemical laboratory or under the guidance of an experienced professional.

Application

6-Chloro-1H-pyrazolo[3,4-b]pyridine (CAS 63725-51-9) is a heterocyclic compound featuring a fused pyrazole-pyridine ring system with a chlorine atom at the 6-position. It serves as a versatile building block in medicinal chemistry and drug discovery, particularly for the development of kinase inhibitors targeting cancer, inflammation, and autoimmune diseases. The chlorine substituent enables facile cross-coupling reactions (Suzuki, Buchwald-Hartwig, Sonogashira) for late-stage diversification, allowing rapid structure-activity relationship studies. The pyrazolo[3,4-b]pyridine core mimics purine and is frequently utilized in the design of selective inhibitors for enzymes such as JAK, BTK, CDK, and TBK1. This compound also finds applications in agrochemical research and as a precursor for functionalized heterocyclic libraries. Its high purity and consistent quality are essential for reproducible biological assays and scalable synthesis. Xinchem offers custom synthesis, custom chemical synthesis, and contract manufacturing of 6-chloro-1H-pyrazolo[3,4-b]pyridine with flexible scaling from R&D to commercial tons. Contact us today for a competitive quote and reliable global supply.


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