2-(4-Cyanophenyl)-4-(4-fluorophenyl)-1-N-hydroxy-5-(4-pyridyl)imidazole

Base Information

• Chemical Name: 2-(4-Cyanophenyl)-4-(4-fluorophenyl)-1-N-hydroxy-5-(4-pyridyl)imidazole
• CAS No.: 152121-20-5
• Molecular Formula: C₂₁H₁₃FN₄O
• Molecular Weight: 356.359
• Mol file: 152121-20-5.mol

Synonyms:2-(4-Cyanophenyl)-4-(4-fluorophenyl)-1-N-hydroxy-5-(4-pyridyl)imidazole

Chemical Property of 2-(4-Cyanophenyl)-4-(4-fluorophenyl)-1-N-hydroxy-5-(4-pyridyl)imidazole

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 2-(4-Cyanophenyl)-4-(4-fluorophenyl)-1-N-hydroxy-5-(4-pyridyl)imidazole

There total 7 articles about 2-(4-Cyanophenyl)-4-(4-fluorophenyl)-1-N-hydroxy-5-(4-pyridyl)imidazole 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%

4-cyanobenzaldehyde (105-07-7) + 1-(4-fluorophenyl)-2-hydroxyimino-2-(4-pyridyl)ethanone → 2-(4-Cyanophenyl)-4-(4-fluorophenyl)-1-N-hydroxy-5-(4-pyridyl)imidazole (152121-20-5)

Guidance literature:

With ammonium acetate; acetic acid; for 18h; Heating;

DOI:10.1016/S0968-0896(96)00212-X

Reference yield: 72.0%

picoline (108-89-4) + diethyl ether (60-29-7,927820-24-4) + 4-fluoro-N-methoxy-N-methylbenzamide (116332-54-8) → 2-(4-Cyanophenyl)-4-(4-fluorophenyl)-1-N-hydroxy-5-(4-pyridyl)imidazole (152121-20-5) + lithium diisopropyl amide (4111-54-0)

Guidance literature:

In diisopropylamine;

Reference yield:

4-fluorobenzoyl chloride (403-43-0) → 2-(4-Cyanophenyl)-4-(4-fluorophenyl)-1-N-hydroxy-5-(4-pyridyl)imidazole (152121-20-5)

Guidance literature:

Multi-step reaction with 4 steps

1: 100 percent / Et₃N / CH₂Cl₂ / 0.5 h

2: 1.) LDA / 1.) THF, hexane, -78 deg C, 15 min, 2.) THF, hexane, from -78 deg C to RT

3: 74 percent / 3 N aq. HCl, NaNO₂ / 0.5 h / Ambient temperature

4: 100 percent / NH₄OAc, CH₃CO₂H / 18 h / Heating

With hydrogenchloride; ammonium acetate; acetic acid; triethylamine; lithium diisopropyl amide; sodium nitrite; In dichloromethane;

DOI:10.1016/S0968-0896(96)00212-X

upstream raw materials:

4-cyanobenzaldehyde

picoline

1-(4-fluorophenyl)-2-(4-pyridyl)ethanone

4-fluorobenzoyl chloride

Downstream raw materials:

2-(4-Aminomethylphenyl)-4-(4-fluorophenyl)-5-(pyridin-4-yl)-1H-imidazole

2-(4-Cyanophenyl)-4-(4-fluorophenyl)-5-(pyridin-4-yl)-1H-imidazole

Refernces

• 1、 -. "Use of kinase inhibitors for treating neurodegenerative diseases". . . Retrieved 2008/06/13.
• 2、 Gallagher, Timothy F.,Seibel, George L.,Kassis, Shouki,Laydon, Jeffrey T.,Blumenthal, Mary Jane,Lee, John C.,Lee, Dennis,Boehm, Jeffrey C.,Fier-Thompson, Susan M.,Abt, Jeffrey W.,Soreson, Margaret E.,Smietana, Juanita M.,Hall, Ralph F.,Garigipati, Ravi S.,Bender, Paul E.,Erhard, Karl F.,Krog, Arnold J.,Hofmann, Glenn A.,Sheldrake, Peter L.,McDonnell, Peter C.,Kumar, Sanjay,Young, Peter R.,Adams, Jerry L.. "Regulation of stress-induced cytokine production by pyridinylimidazoles inhibition of CSBP kinase". . p. 49 - 64. Retrieved 2007/10/03.