2-Phenylimidazo[1,2-A]pyridine-3-carboxylic acid

Base Information

• Chemical Name: 2-Phenylimidazo[1,2-A]pyridine-3-carboxylic acid
• CAS No.: 123533-41-5
• Molecular Formula: C14H10 N2 O2
• Molecular Weight: 238.246
• Hs Code.: 2933990090
• DSSTox Substance ID: DTXSID30371871
• Nikkaji Number: J277.604I
• Wikidata: Q72502015
• Mol file: 123533-41-5.mol

Synonyms:2-PHENYLIMIDAZO[1,2-A]PYRIDINE-3-CARBOXYLIC ACID;123533-41-5;Imidazo[1,2-a]pyridine-3-carboxylic acid, 2-phenyl-;SCHEMBL6409798;DTXSID30371871;WJWJFXUNWPMQSU-UHFFFAOYSA-N;YEA53341;MFCD00269226;ZB1442;AKOS015865949;Phenylcarbamoylphosphoramidic dichloride;PS-5381;CS-0084384;FT-0757322;A26106;D74515;2-phenylH-imidazo[1,2-a]pyridine-3-carboxylic acid;2-pheny-1H-imidazo[1,2-a]pyridine-3-carboxylic acid;2-Phenylimidazo[1,2-a]pyridine-3-carboxylic acid, AldrichCPR

Chemical Property of 2-Phenylimidazo[1,2-A]pyridine-3-carboxylic acid

Chemical Property:

• Refractive Index: 1.669
• Boiling Point: °Cat760mmHg
• Flash Point: °C
• PSA: 54.60000
• Density: 1.3g/cm³
• LogP: 2.69950
• XLogP3: 3.3
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 2
• Exact Mass: 238.074227566
• Heavy Atom Count: 18
• Complexity: 315

Purity/Quality:

97% ^*data from raw suppliers

2-Phenylimidazo[1,2-a]pyridine-3-carboxylicAcid ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=C(C=C1)C2=C(N3C=CC=CC3=N2)C(=O)O

Technology Process of 2-Phenylimidazo[1,2-A]pyridine-3-carboxylic acid

There total 5 articles about 2-Phenylimidazo[1,2-A]pyridine-3-carboxylic acid 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: 80.0%

2-aminopyridine (504-29-0) + ethyl 3-oxo-3-phenylpropionate (94-02-0) → 2-phenylimidazo[1,2-a]pyridine-3-carboxylic acid (123533-41-5)

Guidance literature:

2-aminopyridine; ethyl 3-oxo-3-phenylpropionate; With carbon tetrabromide; In acetonitrile; at 80 ℃; for 6h;

With sodium hydroxide; In tetrahydrofuran; ethanol; water; at 20 ℃;

DOI:10.1021/acs.joc.9b00765

Reference yield: 72.0%

ethyl 2-phenylimidazo[1,2-a] pyridine-3-carboxylate (119448-82-7) → 2-phenylimidazo[1,2-a]pyridine-3-carboxylic acid (123533-41-5)

Guidance literature:

With sodium hydroxide; In ethanol; at 60 ℃; for 1h;

DOI:10.1002/jhet.5570260664

Reference yield:

ethyl 2-bromo-3-oxo-3-phenylpropionate (55919-47-6) → 2-phenylimidazo[1,2-a]pyridine-3-carboxylic acid (123533-41-5)

Guidance literature:

Multi-step reaction with 2 steps

1: 29 percent / ethanol / 4 h / Heating

2: 72 percent / aq. sodium hydroxide / aq. ethanol / 1 h / 60 °C

With sodium hydroxide; In ethanol;

DOI:10.1002/jhet.5570260664

upstream raw materials:

ethyl 2-phenylimidazo[1,2-a] pyridine-3-carboxylate

2-aminopyridine

ethyl 2-bromo-3-oxo-3-phenylpropionate

ethyl 3-oxo-3-phenylpropionate

Downstream raw materials:

2,3-diphenyl-1H-imidazo[1,2-a]pyridine

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