Imidazo[1,2-a]pyridine

Base Information

• Chemical Name: Imidazo[1,2-a]pyridine
• CAS No.: 274-76-0
• Molecular Formula: C7H6N2
• Molecular Weight: 118.138
• Hs Code.: 29339900
• Mol file: 274-76-0.mol

Synonyms:1,3a-Diazaindene;1-Azaindolizine;Pyridino[1',2':1,2]glyoxaline;Pyrimidazole;

Chemical Property of Imidazo[1,2-a]pyridine

Chemical Property:

• Refractive Index: n20/D 1.626(lit.)
• Boiling Point: 103oC (1 mmHg)
• PKA: 6.80±0.30(Predicted)
• Flash Point: 113oC
• PSA: 17.30000
• Density: 1.142 g/cm³
• LogP: 1.33430
• Storage Temp.: Keep in dark place,Inert atmosphere,Room temperature
• Solubility.: Chloroform, Methanol

Purity/Quality:

99% ^*data from raw suppliers

Imidazo[1,2-a]pyridine ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-37/39

MSDS Files:

SDS file from LookChem

Useful:

• Uses: Imidazo[1,2-a]pyridine is one of four imidazopyridine isomers. Imidazopyridine derivatives possess activity as inhibitors of target enzymes and have medicinal and pharmaceutical applications and are u sed as herbicides and fungicides. Imidazo[1,2-a]pyridine is one of four imidazopyridine isomers. Imidazopyridine derivatives possess activity as inhibitors of target enzymes and have medicinal and pharmaceutical applications and are used as herbicides and fungicides.

Technology Process of Imidazo[1,2-a]pyridine

There total 33 articles about Imidazo[1,2-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: 100.0%

2-aminopyridine (504-29-0) + 2-chloroethanal (107-20-0) → imidazo[1,2-a]pyridine (274-76-0)

Guidance literature:

at 70 ℃;

DOI:10.1021/acs.jmedchem.0c02064

Reference yield: 99.0%

imidazo[1,2-a]pyridine-3-carboxylic acid (6200-60-8) → imidazo[1,2-a]pyridine (274-76-0)

Guidance literature:

With C₄₆H₄₈N₆O₅Pd; potassium acetate; In N,N-dimethyl acetamide; at 160 ℃; for 24h; Inert atmosphere;

DOI:10.1021/jo3015837

Reference yield: 83.0%

3-bromoimidazo[1,2-a]pyridine (4926-47-0) → imidazo[1,2-a]pyridine (274-76-0)

Guidance literature:

With sodium tetrahydroborate; N,N,N,N,-tetramethylethylenediamine; palladium diacetate; triphenylphosphine; In tetrahydrofuran; at 25 ℃; for 2h; Inert atmosphere;

DOI:10.1016/j.molcata.2014.06.012

upstream raw materials:

2-aminopyridine

1-bromo-2,2-dimethoxyethane

bromoacetaldehyde

2-chloroethanal

Downstream raw materials:

imidazo[1,2-a]pyridine-3-carbaldehyde

N-methylimidazo[1,2-a]pyridinium iodide

3-hydroxymethylimidazo[1,2-a]pyridine

3-(1-Hydroxyethyl)imidazo<1,2-a>pyridine

Refernces

• 1、 Firmansyah, Dikhi,Banasiewicz, Marzena,Deperasińska, Irena,Makarewicz, Artur,Kozankiewicz, Boleslaw,Gryko, Daniel T.. "Vertically π-expanded imidazo[1,2-a]pyridine: The missing link of the puzzle". . p. 2483 - 2493. Retrieved 2014.
• 2、 Hand,Pandler. "-". . p. 2900,2901,2904. Retrieved 1978.
• 3、 Baf, Mozhgan Mazloum Farsi,Pordel, Mehdi,Daghigh, Leila Rezaei. "Synthesis, DFT calculations, cyclic voltammetry and antibacterial activities of a new blue-violet dye and a new blue-green fluorescent heterocyclic system". . p. 6925 - 6930. Retrieved 2014.
• 4、 Paudler,Helmick. "-". . p. 377. Retrieved 1967.
• 5、 Juillet, Charlotte,Ermolenko, Ludmila,Boyarskaya, Dina,Baratte, Blandine,Josselin, Béatrice,Nedev, Hristo,Bach, Stéphane,Iorga, Bogdan I.,Bignon, Jér?me,Ruchaud, Sandrine,Al-Mourabit, Ali. "From Synthetic Simplified Marine Metabolite Analogues to New Selective Allosteric Inhibitor of Aurora B Kinase". . p. 1197 - 1219. Retrieved 2021/02/05.