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

Base Information

• Chemical Name: Ethyl 2-phenylimidazo[1,2-a]pyridine-3-carboxylate
• CAS No.: 119448-82-7
• Molecular Formula: C16H14N2O2
• Molecular Weight: 266.299
• Hs Code.: 2933990090
• DSSTox Substance ID: DTXSID40363040
• Nikkaji Number: J277.601D
• Wikidata: Q72502018
• ChEMBL ID: CHEMBL106780
• Mol file: 119448-82-7.mol

Synonyms:ethyl 2-phenylimidazo[1,2-a]pyridine-3-carboxylate;119448-82-7;CHEMBL106780;2-phenylimidazo[1,2-a]pyridine-3-carboxylic acid ethyl ester;ethyl2-phenylimidazo(1,2-a)pyridine-3-carboxylate;ethyl2-phenylimidazo[1,2-a]pyridine-3-carboxylate;SMR000169165;Bionet2_001480;Oprea1_322878;MLS000543196;SCHEMBL10675936;DTXSID40363040;HMS1368D17;HMS2424O23;BDBM50060110;MFCD00139520;AKOS002658024;CS-0324823;3E-706;2-Phenyl-imidazo[1,2-a]pyridine-3-carboxylic acid ethyl ester;2-phenyl-4H-imidazo[3,2-a]pyridine-3-carboxylic acid ethyl ester

Chemical Property of Ethyl 2-phenylimidazo[1,2-a]pyridine-3-carboxylate

Chemical Property:

• Melting Point: 51-53 °C
• PKA: 3.88±0.50(Predicted)
• PSA: 43.60000
• Density: 1.19g/cm3
• LogP: 3.17800
• Storage Temp.: 2-8°C
• XLogP3: 4
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 4
• Exact Mass: 266.105527694
• Heavy Atom Count: 20
• Complexity: 341

Purity/Quality:

98%min ^*data from raw suppliers

Ethyl2-Phenylimidazo[1,2-a]pyridine-3-carboxylate ^*data from reagent suppliers

Safty Information:

• Hazard Codes: Xi

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCOC(=O)C1=C(N=C2N1C=CC=C2)C3=CC=CC=C3

Technology Process of Ethyl 2-phenylimidazo[1,2-a]pyridine-3-carboxylate

There total 17 articles about Ethyl 2-phenylimidazo[1,2-a]pyridine-3-carboxylate 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: 95.0%

2-aminopyridine (504-29-0) + ethyl 2-bromo-3-oxo-3-phenylpropionate (55919-47-6) → ethyl 2-phenylimidazo[1,2-a] pyridine-3-carboxylate (119448-82-7)

Guidance literature:

With aluminum oxide; for 0.0166667h; Microwave irradiation; neat (no solvent);

DOI:10.1055/s-0030-1258405

Reference yield: 90.0%

2-aminopyridine (504-29-0) + ethyl 3-oxo-3-phenylpropionate (94-02-0) → ethyl 2-phenylimidazo[1,2-a] pyridine-3-carboxylate (119448-82-7)

Guidance literature:

With carbon tetrabromide; In acetonitrile; at 80 ℃; Temperature; Solvent; Reagent/catalyst; Catalytic behavior;

DOI:10.1021/acs.orglett.6b00137

Reference yield: 90.0%

2-aminopyridine (504-29-0) + 2-iodo-3-oxo-3-phenyl-propionic acid ethyl ester (34320-89-3) → ethyl 2-phenylimidazo[1,2-a] pyridine-3-carboxylate (119448-82-7)

Guidance literature:

In methanol; Reflux;

DOI:10.1016/j.cclet.2014.12.016

upstream raw materials:

2-aminopyridine

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

ethyl-2-azidoacetate

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

Downstream raw materials:

2-phenylimidazo[1,2-a]pyridine-3-carboxylic acid

5,6-dihydronaphtho<1',2':4,5>imidazo<1,2-a>pyridine-5,6-dione

Refernces

• 1、 Tanbakouchian, Arezoo,Kianmehr, Ebrahim. "Palladium-catalyzed regioselective direct C-H bond alkoxycarbonylation of 2-arylimidazo[1,2-a]pyridines". supporting information. p. 12145 - 12149. Retrieved 2021/07/19.
• 2、 -. "Synthesis method of naphtho[1', 2': 4, 5]imidazo[1, 2-a]pyridine-5, 6-diketone compound". Paragraph 0109-0111. . Retrieved 2020/07/02.