40971-88-8

Usage

Uses

Used in Pharmaceutical Synthesis:
8-Chlorotetrazolo[1,5-a]pyridine is used as a key building block for the development of new pharmaceuticals. Its unique structure allows it to be incorporated into various drug molecules, potentially enhancing their therapeutic effects and selectivity.
Used in Agrochemical Synthesis:
In the agrochemical industry, 8-Chlorotetrazolo[1,5-a]pyridine is utilized as a component in the synthesis of novel agrochemicals. Its incorporation can lead to the creation of more effective and targeted pesticides or herbicides.
Used in Organic Compound Synthesis:
8-Chlorotetrazolo[1,5-a]pyridine serves as a versatile building block in the synthesis of a wide range of organic compounds. Its unique structure can be employed to create new molecules with diverse applications in various fields.
Used in Enzyme Inhibition:
8-Chlorotetrazolo[1,5-a]pyridine is known for its potential as an enzyme inhibitor. It can be used in the development of drugs that target specific enzymes, thereby modulating biological processes and treating various diseases.
Used in Organometallic Chemistry:
As a ligand in organometallic chemistry, 8-Chlorotetrazolo[1,5-a]pyridine contributes to the synthesis of organometallic complexes. These complexes have applications in catalysis, materials science, and other areas of chemistry, further expanding the utility of 8-Chlorotetrazolo[1,5-a]pyridine.

InChI:InChI=1/C5H3ClN4/c6-4-2-1-3-10-5(4)7-8-9-10/h1-3H

Upstream product

• 22841-92-5 (3-chloro-2-pyridyl)hydrazine 
• 2402-77-9 2,3-dichloro-pyridine 
• 1851-22-5 3-chloropyridine-N-oxide 

Downstream Products

• 1617530-40-1 C₁₃H₉ClN₄ 

Relevant academic research and scientific papers

Pyridine-phosphinimine ligand-accelerated Cu(I)-catalyzed azide-alkyne cycloaddition for preparation of 1-(pyridin-2-yl)-1,2,3-triazole derivatives

A series of phosphinimine ligands were designed and used in the Cu(i)-catalyzed azide-alkyne cycloaddition (CuAAC) reaction of tetrazolo[1,5-a]pyridines and alkynes for the first time. By optimizing the reaction conditions, an efficient catalytic system (CuCl/2-PyCH 2NPtBu3) was developed to give 1-(pyridin-2-yl)-1,2,3-triazole derivatives in moderate to excellent yields (46-98%). This journal is the Partner Organisations 2014.

One-step conversion of pyridine N-oxides to tetrazolo[1,5-a]pyridines

(Chemical Equation Presented) Pyridine N-oxides were converted to tetrazolo[1,5-a]pyridines in good to excellent yield by heating in the presence sulfonyl or phosphoryl azides and pyridine in the absence of solvent. Various sulfonyl and phosphoryl azides were screened for reactivity under a standard set of conditions. Diphenyl phosphorazidate was the most convenient reagent and gave high yields. Reaction optimization, scope, and scalability are discussed.

1H, 13C and 15N NMR and IR studies of halogen-substituted tetrazolo[1,5-a]pyridines

The tetrazole-azide tautomerization of some halogen-substituted tetrazolo[1,5-a]pyridines was examined by IR spectroscopy at ambient temperature and by 1H, 13C and 15N NMR spectroscopy at various temperatures. The tetrazolopyridines can exhibit equilibrium between the azide and the tetrazole forms. For some of them slow exchange occurs on the NMR time-scale, such that it is possible to estimate equilibrium constants. The position and nature of the substituent in the pyridine ring result in stabilization or destabilization of the tetrazole form and exert a strong influence on the values found for the equilibrium constants. A saturation transfer experiment was carried out for 5-bromotetrazolo[1,5-a]pyridine and the rate constants were estimated. Moreover, based on the van't Hoff equation, the enthalpy ΔHo and entropy ΔSo for the tautomerization were calculated. Ab initio calculated energies and charge distribution are in good agreement with differences observed in the tetrazole-azide equilibrium constants. Copyright