3-chloro-5-((2-oxo-1-((5-oxo-4,5-dihydro-1H-1,2,4-triazol-3-yl)methyl)-4-(trifluoromethyl)-1,2-dihydropyridin-3-yl)oxy)benzonitrile

Base Information

• Chemical Name: 3-chloro-5-((2-oxo-1-((5-oxo-4,5-dihydro-1H-1,2,4-triazol-3-yl)methyl)-4-(trifluoromethyl)-1,2-dihydropyridin-3-yl)oxy)benzonitrile
• CAS No.: 1338226-05-3
• Molecular Formula: C₁₆H₉ClF₃N₅O₃
• Molecular Weight: 411.727
• Mol file: 1338226-05-3.mol

Synonyms:3-chloro-5-((2-oxo-1-((5-oxo-4,5-dihydro-1H-1,2,4-triazol-3-yl)methyl)-4-(trifluoromethyl)-1,2-dihydropyridin-3-yl)oxy)benzonitrile

Chemical Property of 3-chloro-5-((2-oxo-1-((5-oxo-4,5-dihydro-1H-1,2,4-triazol-3-yl)methyl)-4-(trifluoromethyl)-1,2-dihydropyridin-3-yl)oxy)benzonitrile

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 3-chloro-5-((2-oxo-1-((5-oxo-4,5-dihydro-1H-1,2,4-triazol-3-yl)methyl)-4-(trifluoromethyl)-1,2-dihydropyridin-3-yl)oxy)benzonitrile

There total 10 articles about 3-chloro-5-((2-oxo-1-((5-oxo-4,5-dihydro-1H-1,2,4-triazol-3-yl)methyl)-4-(trifluoromethyl)-1,2-dihydropyridin-3-yl)oxy)benzonitrile 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: 81.0%

3-chloro-5-((2-oxo-4-(trifluoromethyl)-1,2-dihydropyridin-3-yl)oxy)benzonitrile (1155846-86-8) + 3-(chloromethyl)-1H-1,2,4-triazol-5(4H)-one (252742-72-6) → 3-chloro-5-((2-oxo-1-((5-oxo-4,5-dihydro-1H-1,2,4-triazol-3-yl)methyl)-4-(trifluoromethyl)-1,2-dihydropyridin-3-yl)oxy)benzonitrile (1338226-05-3)

Guidance literature:

With potassium carbonate; In N,N-dimethyl-formamide; at -10 - 10 ℃; for 9h; Large scale;

DOI:10.1021/acs.oprd.6b00163

Reference yield:

3-chloro-5-{[2-hydroxy-4-(trifluoromethyl)pyridin-3-yl]oxy}benzonitrile (1155846-86-8) + 3-(chloromethyl)-1H-1,2,4-triazol-5(4H)-one (252742-72-6) → 3-chloro-5-((2-oxo-1-((5-oxo-4,5-dihydro-1H-1,2,4-triazol-3-yl)methyl)-4-(trifluoromethyl)-1,2-dihydropyridin-3-yl)oxy)benzonitrile (1338226-05-3)

Guidance literature:

With potassium carbonate; In N,N-dimethyl-formamide; at 20 ℃; for 2h;

Reference yield:

3-iodochlorobenzene (625-99-0) → 3-chloro-5-((2-oxo-1-((5-oxo-4,5-dihydro-1H-1,2,4-triazol-3-yl)methyl)-4-(trifluoromethyl)-1,2-dihydropyridin-3-yl)oxy)benzonitrile (1338226-05-3)

Guidance literature:

Multi-step reaction with 5 steps

1.1: 4,4'-di-tert-butyl-2,2'-bipyridine; bis(pinacol)diborane / (1,5-cyclooctadiene)(methoxy)iridium(I) dimer / hexanes / 20 °C / Inert atmosphere

1.2: 0.17 h

2.1: potassium carbonate / 1-methyl-pyrrolidin-2-one / 20 - 60 °C

3.1: potassium hydroxide / tert-butyl alcohol / 1 h / 75 °C

3.2: 0 °C / pH 5

4.1: N,N-dimethyl-formamide / 17 h / 120 °C / Inert atmosphere

5.1: potassium carbonate / N,N-dimethyl-formamide / 2 h / 20 °C

With potassium carbonate; bis(pinacol)diborane; 4,4'-di-tert-butyl-2,2'-bipyridine; potassium hydroxide; (1,5-cyclooctadiene)(methoxy)iridium(I) dimer; In 1-methyl-pyrrolidin-2-one; hexanes; N,N-dimethyl-formamide; tert-butyl alcohol;

upstream raw materials:

3-iodochlorobenzene

2-chloro-3-fluoro-4-(trifluoromethyl)pyridine

3-bromo-5-chlorophenol

3-chloro-5-{[2-hydroxy-4-(trifluoromethyl)pyridin-3-yl]oxy}benzonitrile

Downstream raw materials:

3-Chloro-5-({1-[(4-ethyl-5-oxo-4,5-dihydro-1H-1,2,4-triazol-3-yl)methyl]-2-oxo-4-(trifluoromethyl)-1,2-dihydropyridin-3-yl}oxy)benzonitrile

3-chloro-5-((1-((4-methyl-5-oxo-4,5-dihydro-1H-1,2,4-triazol-3-yl)methyl)-2-oxo-4-(trifluoromethyl)-1,2-dihydropyridin-3-yl)oxy)benzonitrile