2-[2-Chloro-5-(trifluoroMethyl)pyridin-4-ylaMino]-N-MethylbenzaMide

Base Information

• Chemical Name: 2-[2-Chloro-5-(trifluoroMethyl)pyridin-4-ylaMino]-N-MethylbenzaMide
• CAS No.: 1061358-71-1
• Molecular Formula: C14H11ClF3N3O
• Molecular Weight: 329.709
• Mol file: 1061358-71-1.mol

Synonyms:2-[2-Chloro-5-(trifluoroMethyl)pyridin-4-ylaMino]-N-MethylbenzaMide

Chemical Property of 2-[2-Chloro-5-(trifluoroMethyl)pyridin-4-ylaMino]-N-MethylbenzaMide

Chemical Property:

• Boiling Point: 450.1±45.0 °C(Predicted)
• PKA: 14.55±0.46(Predicted)
• PSA: 54.02000
• Density: 1.405±0.06 g/cm3(Predicted)
• LogP: 4.32090
• Storage Temp.: -20°C Freezer
• Solubility.: Chloroform (Slightly), Methanol (Slightly)

Purity/Quality:

99% ^*data from raw suppliers

2-[2-Chloro-5-(trifluoromethyl)pyridin-4-ylamino]-N-methylbenzamide ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Uses: Intermediate in the synthesis of bis(aminoaryl)pyridines.

Technology Process of 2-[2-Chloro-5-(trifluoroMethyl)pyridin-4-ylaMino]-N-MethylbenzaMide

There total 2 articles about 2-[2-Chloro-5-(trifluoroMethyl)pyridin-4-ylaMino]-N-MethylbenzaMide 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: 91.0%

2-Amino-N-methylbenzamid (4141-08-6) + 2-chloro-4-iodo-5-(trifluoromethyl)pyridine (505084-55-9) → 2-((2-chloro-5-(trifluoromethyl)pyridin-4-yl)amino)-N-methylbenzamide (1061358-71-1)

Guidance literature:

With caesium carbonate; tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; 4,5-bis(diphenylphosphino)-9,9-dimethylxanthene; In 1,4-dioxane; Heating;

Reference yield:

isatoic anhydride (118-48-9) → 2-((2-chloro-5-(trifluoromethyl)pyridin-4-yl)amino)-N-methylbenzamide (1061358-71-1)

Guidance literature:

Multi-step reaction with 2 steps

1: water / 5 - 20 °C

2: palladium diacetate; caesium carbonate; 4,5-bis(diphenylphosphino)-9,9-dimethylxanthene / 1,4-dioxane / 5 h / 90 °C / Inert atmosphere

With palladium diacetate; caesium carbonate; 4,5-bis(diphenylphosphino)-9,9-dimethylxanthene; In 1,4-dioxane; water; 2: Buchwald-Hartwig reaction;

DOI:10.1080/00397911.2010.520403

Reference yield: 78.0%

2-((2-chloro-5-(trifluoromethyl)pyridin-4-yl)amino)-N-methylbenzamide (1061358-71-1) + tert-butyl 4-(4-amino-3-methoxy-phenyl)-piperazine-1-carboxylate (1246532-96-6) → 2-((2-((2-methoxy-4-(piperazin-1-yl)phenyl)amino)-5-(trifluoromethyl)pyridin-4-yl)amino)-N-methylbenzamide

Guidance literature:

2-(2-chloro-5-(trifluoromethyl)pyridin-4-ylamino)-N-methylbenzamide; tert-butyl 4-(4-amino-3-methoxy-phenyl)-piperazine-1-carboxylate; In butan-1-ol; for 72h; Reflux; Inert atmosphere;

With trifluoroacetic acid; In dichloromethane; butan-1-ol; at 0 - 20 ℃;

upstream raw materials:

2-Amino-N-methylbenzamid

2-chloro-4-iodo-5-(trifluoromethyl)pyridine

isatoic anhydride

Downstream raw materials:

N-methyl-2-(2-(2-oxo-2,3-dihydrobenzo[d]oxazol-6-ylamino)-5-(trifluoromethyl)pyridin-4-ylamino)benzamide trifluoroacetate

N-methyl-2-{[2-{[4-(4-morpholinyl)phenyl]amino}-5-(trifluoromethyl)-4-pyridinyl]amino}benzamide

N-methyl-2-{[2-[(2-oxo-2,3-dihydro-1H-indol-5-yl)amino]-5-(trifluoromethyl)-4-pyridinyl]amino}benzamide

2-(2-(2-methoxy-4-morpholinophenylamino)-5-(trifluoromethyl)pyridin-4-ylamino)-N-methylbenzamide