5-((4-Methoxybenzyl)amino)-3-(trifluoromethyl)picolinonitrile

Base Information

• Chemical Name: 5-((4-Methoxybenzyl)amino)-3-(trifluoromethyl)picolinonitrile
• CAS No.: 956104-45-3
• Molecular Formula: C₁₅H₁₂F₃N₃O
• Molecular Weight: 307.275
• Mol file: 956104-45-3.mol

Synonyms:5-((4-Methoxybenzyl)amino)-3-(trifluoromethyl)picolinonitrile

Chemical Property of 5-((4-Methoxybenzyl)amino)-3-(trifluoromethyl)picolinonitrile

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 5-((4-Methoxybenzyl)amino)-3-(trifluoromethyl)picolinonitrile

There total 5 articles about 5-((4-Methoxybenzyl)amino)-3-(trifluoromethyl)picolinonitrile 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: 93.0%

6-chloro-N-[(4-methoxyphenyl)methyl]-5-(trifluoromethyl)pyridin-3-amine (956104-44-2) + dicyanozinc (557-21-1) → 5-{[(4-methoxyphenyl)methyl]amino}-3-(trifluoromethyl)pyridine-2-carbonitrile (956104-45-3)

Guidance literature:

1,1'-bis-(diphenylphosphino)ferrocene; tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; In N,N-dimethyl-formamide; at 150 ℃; for 0.166667h; Microwave irradiation;

Reference yield: 92.0%

zinc(II) cyanide (557-21-1) + 6-chloro-N-[(4-methoxyphenyl)methyl]-5-(trifluoromethyl)pyridin-3-amine (956104-44-2) → 5-{[(4-methoxyphenyl)methyl]amino}-3-(trifluoromethyl)pyridine-2-carbonitrile (956104-45-3)

Guidance literature:

With (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; In N,N-dimethyl-formamide; at 110 ℃; Microwave irradiation;

Reference yield:

2-hydroxy-3-trifluoromethyl-5-(iodo)pyridine (887707-23-5) → 5-{[(4-methoxyphenyl)methyl]amino}-3-(trifluoromethyl)pyridine-2-carbonitrile (956104-45-3)

Guidance literature:

Multi-step reaction with 3 steps

1: trichlorophosphate / N,N-dimethyl-formamide / 100 °C

2: tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; 4,5-bis(diphenylphosphino)-9,9-dimethylxanthene; sodium t-butanolate / toluene / 130 °C

3: tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; 1,1'-bis-(diphenylphosphino)ferrocene / N,N-dimethyl-formamide / 180 °C

With 1,1'-bis-(diphenylphosphino)ferrocene; tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; 4,5-bis(diphenylphosphino)-9,9-dimethylxanthene; sodium t-butanolate; trichlorophosphate; In N,N-dimethyl-formamide; toluene;

upstream raw materials:

zinc(II) cyanide

6-chloro-N-[(4-methoxyphenyl)methyl]-5-(trifluoromethyl)pyridin-3-amine

dicyanozinc

2-hydroxy-3-trifluoromethyl-5-(iodo)pyridine

Downstream raw materials:

5-amino-3-(trifluoromethyl)pyridine-2-carbonitrile

ethyl 4-(7-(6-cyano-5-(trifluoromethyl)pyridin-3-yl)-8-oxo-6-thioxo-5,7-diazaspiro[3.4]octan-5-yl)-2-fluorobenzoate

5-(5-(4-bromo-3-fluorophenyl)-8-oxo-6-thioxo-5,7-diazaspiro[3.4]octan-7-yl)-3-(trifluoromethyl)picolinonitrile

5-(5-(4-amino-3-hydroxyphenyl)-8-oxo-6-thioxo-5,7-diazaspiro[3.4]octan-7-yl)-3-(trifluoromethyl)picolinonitrile