N-methyl-N-(2-triisopropylsilylethynyl-3,5-dimethylphenyl)-2-aminopyridine

Base Information

• Chemical Name: N-methyl-N-(2-triisopropylsilylethynyl-3,5-dimethylphenyl)-2-aminopyridine
• CAS No.: 1383231-85-3
• Molecular Formula: C₂₅H₃₆N₂Si
• Molecular Weight: 392.66
• Mol file: 1383231-85-3.mol

Synonyms:N-methyl-N-(2-triisopropylsilylethynyl-3,5-dimethylphenyl)-2-aminopyridine

Chemical Property of N-methyl-N-(2-triisopropylsilylethynyl-3,5-dimethylphenyl)-2-aminopyridine

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of N-methyl-N-(2-triisopropylsilylethynyl-3,5-dimethylphenyl)-2-aminopyridine

There total 3 articles about N-methyl-N-(2-triisopropylsilylethynyl-3,5-dimethylphenyl)-2-aminopyridine 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: 41.0%

N-(3,5-dimethylphenyl)-N-methyl-2-aminopyridine (1383232-19-6) + tris-iso-propylsilyl acetylene (89343-06-6) → N-methyl-N-(2-triisopropylsilylethynyl-3,5-dimethylphenyl)-2-aminopyridine (1383231-85-3)

Guidance literature:

N-(3,5-dimethylphenyl)-N-methyl-2-aminopyridine; With bis(acetylacetonato)palladium(II); toluene-4-sulfonic acid; p-benzoquinone; In water; benzene; at 80 ℃; for 4h; Inert atmosphere;

tris-iso-propylsilyl acetylene; In water; benzene; at 80 ℃; for 12h; Inert atmosphere;

DOI:10.1016/j.tet.2012.04.003

Reference yield:

2-bromo-pyridine (109-04-6) → N-methyl-N-(2-triisopropylsilylethynyl-3,5-dimethylphenyl)-2-aminopyridine (1383231-85-3)

Guidance literature:

Multi-step reaction with 3 steps

1.1: potassium tert-butylate; bis(dibenzylideneacetone)-palladium⁽⁰⁾; 1,3-bis[2,6-diisopropylphenyl]imidazolium chloride / 1,4-dioxane / 12 h / 100 °C / Inert atmosphere

2.1: potassium tert-butylate / N,N-dimethyl-formamide / 12 h / 25 °C

3.1: bis(acetylacetonato)palladium(II); toluene-4-sulfonic acid; p-benzoquinone / water; benzene / 4 h / 80 °C / Inert atmosphere

3.2: 12 h / 80 °C / Inert atmosphere

With bis(acetylacetonato)palladium(II); potassium tert-butylate; toluene-4-sulfonic acid; p-benzoquinone; bis(dibenzylideneacetone)-palladium⁽⁰⁾; 1,3-bis[2,6-diisopropylphenyl]imidazolium chloride; In 1,4-dioxane; water; N,N-dimethyl-formamide; benzene;

DOI:10.1016/j.tet.2012.04.003

Reference yield:

2-(3',5'-dimethylphenylamino)pyridine (227805-75-6) → N-methyl-N-(2-triisopropylsilylethynyl-3,5-dimethylphenyl)-2-aminopyridine (1383231-85-3)

Guidance literature:

Multi-step reaction with 2 steps

1.1: potassium tert-butylate / N,N-dimethyl-formamide / 12 h / 25 °C

2.1: bis(acetylacetonato)palladium(II); toluene-4-sulfonic acid; p-benzoquinone / water; benzene / 4 h / 80 °C / Inert atmosphere

2.2: 12 h / 80 °C / Inert atmosphere

With bis(acetylacetonato)palladium(II); potassium tert-butylate; toluene-4-sulfonic acid; p-benzoquinone; In water; N,N-dimethyl-formamide; benzene;

DOI:10.1016/j.tet.2012.04.003

upstream raw materials:

2-bromo-pyridine

N-(3,5-dimethylphenyl)-N-methyl-2-aminopyridine

tris-iso-propylsilyl acetylene

2-(3',5'-dimethylphenylamino)pyridine