Pyrazolo[1,5-a]pyridine

Base Information

• Chemical Name: Pyrazolo[1,5-a]pyridine
• CAS No.: 274-56-6
• Molecular Formula: C7H6 N2
• Molecular Weight: 118.14
• Hs Code.: 2933399990
• Mol file: 274-56-6.mol

Synonyms:3-Azaindolizine;Pyrazolo[2,3-a]pyridine

Chemical Property of Pyrazolo[1,5-a]pyridine

Chemical Property:

• Refractive Index: 1.6075
• Boiling Point: °Cat760mmHg
• PKA: 2.83±0.30(Predicted)
• Flash Point: °C
• Density: 1.14g/cm³
• Storage Temp.: Sealed in dry,Room Temperature

Purity/Quality:

97% ^*data from raw suppliers

Pyrazolo[1,5-a]pyridine 97% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• General Description: Pyrazolo[1,5-a]pyridine derivatives exhibit notable antimicrobial properties, particularly as tuberculostatic agents, with some compounds demonstrating potent inhibitory effects against *Mycobacterium tuberculosis*. These derivatives, synthesized through processes like acylation, hydrolysis, and cyclization, highlight the structural versatility and therapeutic potential of this heterocyclic scaffold in antimicrobial drug development.

Technology Process of Pyrazolo[1,5-a]pyridine

There total 12 articles about Pyrazolo[1,5-a]pyridine which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 92.0%

Pyrazolo<1,5-a>pyridin-3-carbonsaeureethylester (16205-44-0) → 3-azaindolizine (274-56-6)

Guidance literature:

Pyrazolo<1,5-a>pyridin-3-carbonsaeureethylester; With sulfuric acid; water; for 2.25h; Reflux;

With sodium hydroxide; In water;

DOI:10.1016/j.tet.2012.04.094

Reference yield: 89.0%

pyrazolo[1,5-a]pyridine-3-carboxylic acid (16205-46-2) → 3-azaindolizine (274-56-6)

Guidance literature:

With PPA; at 80 ℃; for 16h;

Reference yield: 61.0%

methyl pyrazolo<1,5-a>pyridine-3-carboxylate (63237-84-3) → 3-azaindolizine (274-56-6)

Guidance literature:

With sulfuric acid; In water; at 110 ℃; for 3h;

DOI:10.1039/d1cc05371j

upstream raw materials:

2-(aminoethyl)pyridine

N-amino-2-ethynylpyridinium mesitylenesulfonate

pyrazolo[1,5-a]pyridine-3-carboxylic acid

(E)-β-phenylthionitroethylene

Downstream raw materials:

1-benzylpyrazolo[1,5-a]pyridinium bromide

3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolane-2-yl)pyrazolo[1,5-a]pyridine

3-(4-fluorophenyl)pyrazolo[1,5-a]pyridine

3-(m-tolyl)pyrazolo[1,5-a]pyridine

Refernces

Synthetic antimicrobials. II. Synthesis of pyrazolo[1,5 α]pyridine derivatives. I

10.1248/cpb.21.2146

The study investigates the synthesis and antimicrobial properties of various pyrazolo[1,5-a]pyridine derivatives. The researchers synthesized a series of 2-alkyl-3-acyloxy and 2-alkyl-3-hydroxy pyrazolo[1,5-a]pyridine derivatives using different starting materials and reaction conditions. Key chemicals involved include 1-amino-2-hydroxymethylpyridinium chloride (Ia), acyl anhydrides, benzoyl chloride, and ethyl orthoformate, among others. These chemicals were used to create a range of derivatives through processes such as acylation, hydrolysis, and cyclization. The study also explores the antimicrobial activities of these derivatives, particularly their potential as tuberculostatic agents, with some compounds showing potent inhibitory effects against Mycobacterium tuberculosis. The research provides valuable insights into the chemical synthesis and biological applications of pyrazolo[1,5-a]pyridine derivatives.