21422-66-2

Basic information

• Product Name: 1H-IMIDAZO[4,5-B]PYRIDINE, 6-CHLORO-
• Synonyms: 1H-IMIDAZO[4,5-B]PYRIDINE, 6-CHLORO-;6-chloro-3H-iMidazo[4;6-Chloro-1H-iMidazo[4,5-b]pyridine
• CAS NO: 21422-66-2
• Molecular Formula: C₆H₄ClN₃
• Molecular Weight: 153.56906
• Mol File: 21422-66-2.mol
• Article Data: 4

Chemical Properties

• Appearance: /
• CAS DataBase Reference: 1H-IMIDAZO[4,5-B]PYRIDINE, 6-CHLORO-(CAS DataBase Reference)
• NIST Chemistry Reference: 1H-IMIDAZO[4,5-B]PYRIDINE, 6-CHLORO-(21422-66-2)
• EPA Substance Registry System: 1H-IMIDAZO[4,5-B]PYRIDINE, 6-CHLORO-(21422-66-2)

Safety Data

• Hazardous Substances Data: 21422-66-2(Hazardous Substances Data)

Usage

General Description

1H-Imidazo[4,5-b]pyridine, 6-chloro- is a chemical compound that belongs to the class of heterocyclic organic compounds. It is also known as the chloro derivative of imidazo[4,5-b]pyridine, which is a fused heterocyclic compound containing both an imidazole and pyridine ring. 1H-IMIDAZO[4,5-B]PYRIDINE, 6-CHLORO- is primarily used as a building block in the synthesis of various pharmaceuticals and biologically active molecules. It has been studied for its potential use in the development of new drugs for the treatment of various diseases and conditions. In addition, it has also been investigated for its potential use in organic synthesis and as a research tool in the field of medicinal chemistry.

Upstream product

• 25710-20-7 5-chloro-2,3-diaminopyridine 
• 64-18-6 formic acid 
• 5409-39-2 2-amino-5-chloro-3-nitropyridine 
• 124-38-9 carbon dioxide 
• 122-51-0 orthoformic acid triethyl ester 
• 149-73-5 trimethyl orthoformate 

Downstream Products

• 273-21-2 1H-Imidazo[4,5-b]pyridine 
• 109014-44-0 3-Benzyl-6-chloro-3H-imidazo[4,5-b]pyridine 
• 19918-37-7 6-chloro-1H-imidazo[4,5-b]pyridine-2(3H)-thione 

Relevant articles and documents

Cu@U-g-C3N4 Catalyzed Cyclization of o-Phenylenediamines for the Synthesis of Benzimidazoles by Using CO2 and Dimethylamine Borane as a Hydrogen Source

Abstract: This work reports a green and sustainable route for the synthesis of benzimidazoles via C–N bond formation using carbon dioxide (CO2) as a C1 carbon source. In this work, Cu@U-g-C3N4 catalyst was prepared from urea derived porous graphitic carbon?nitride (U-g-C3N4) and CuCl2 and characterized by FT-IR, XRD, XPS, SEM, TPD etc. The Cu@U-g-C3N4 as a heterogeneous recyclable catalyst has been employed first time for the cyclization of o-phenylenediamines (OPD) with CO2 to benzimidazoles using dimethylamine borane (DMAB). The proposed protocol becomes sustainable and efficient due to the use of propylene carbonate/water as a suitable biodegradable, economical and environmentally benign solvent system. The proposed catalytic system showed a wide range of substrate scope for the synthesis of benzimidazoles in good to excellent yields. Graphical Abstract: [Figure not available: see fulltext.]

Microwave-Assisted C-2 Direct Alkenylation of Imidazo[4,5-b]pyridines: Access to Fluorescent Purine Isosteres with Remarkably Large Stokes Shifts

We describe herein the first C-2 direct alkenylation of the valuable 3H-imidazo[4,5-b]pyridine promoted by microwave-assisted Pd/Cu co-catalysis. The reaction is rapid and compatible with a wide range of functional groups either on the imidazo[4,5-b]pyridine ring or on the styryl bromides thereby leading to the isolation of 23 compounds with moderate to good yields. The relevance of this method is demonstrated by its application to the synthesis of new cross-conjuguated push-pull 2-vinyl- and 2-alkynylimidazo[4,5-b]pyridines characterized by satisfactory fluorescence quantum yields and remarkable solvatofluorochromic properties.