N²-(2-chloro-4-(2-methyl-2H-tetrazol-5-yl)phenyl)-N⁴-methyl-5-(trifluoromethyl)pyrimidine-2,4-diamine

Base Information

• Chemical Name: N²-(2-chloro-4-(2-methyl-2H-tetrazol-5-yl)phenyl)-N⁴-methyl-5-(trifluoromethyl)pyrimidine-2,4-diamine
• CAS No.: 1419755-68-2
• Molecular Formula: C₁₄H₁₂ClF₃N₈
• Molecular Weight: 384.751

Synonyms:N²-(2-chloro-4-(2-methyl-2H-tetrazol-5-yl)phenyl)-N⁴-methyl-5-(trifluoromethyl)pyrimidine-2,4-diamine

Chemical Property of N²-(2-chloro-4-(2-methyl-2H-tetrazol-5-yl)phenyl)-N⁴-methyl-5-(trifluoromethyl)pyrimidine-2,4-diamine

Chemical Property:

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Technology Process of N²-(2-chloro-4-(2-methyl-2H-tetrazol-5-yl)phenyl)-N⁴-methyl-5-(trifluoromethyl)pyrimidine-2,4-diamine

There total 4 articles about N²-(2-chloro-4-(2-methyl-2H-tetrazol-5-yl)phenyl)-N⁴-methyl-5-(trifluoromethyl)pyrimidine-2,4-diamine 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: 70.0%

N2-(2-chloro-4-(2H-tetrazol-5-yl)phenyl)-N4-methyl-5-(trifluoromethyl)pyrimidine-2,4-diamine (1401423-46-8) + methyl iodide (74-88-4) → N2-(2-chloro-4-(1-methyl-1H-tetrazol-5-yl)phenyl)-N4-methyl-5-(trifluoromethyl)pyrimidine-2,4-diamine (1401423-23-1) + N2-(2-chloro-4-(2-methyl-2H-tetrazol-5-yl)phenyl)-N4-methyl-5-(trifluoromethyl)pyrimidine-2,4-diamine (1419755-68-2)

Guidance literature:

With potassium carbonate; In acetone; at 40 ℃; for 1h;

Reference yield:

2-chloro-N-methyl-5-(trifluoromethyl)pyrimidine-4-amine (515824-43-8) → N2-(2-chloro-4-(2-methyl-2H-tetrazol-5-yl)phenyl)-N4-methyl-5-(trifluoromethyl)pyrimidine-2,4-diamine (1419755-68-2)

Guidance literature:

Multi-step reaction with 3 steps

1: caesium carbonate; 4,5-bis(diphenylphosphino)-9,9-dimethylxanthene; tris-(dibenzylideneacetone)dipalladium⁽⁰⁾ / 1,4-dioxane / 18 h / 100 °C / Sonication; Microwave irradiation; Sealed tube; Inert atmosphere

2: ammonium chloride; sodium azide / N,N-dimethyl-formamide / 18 h / 125 °C

3: potassium carbonate / 1 h / 40 °C

With tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; sodium azide; potassium carbonate; ammonium chloride; caesium carbonate; 4,5-bis(diphenylphosphino)-9,9-dimethylxanthene; In 1,4-dioxane; N,N-dimethyl-formamide;

DOI:10.1021/jm301020q

Reference yield:

4-amino-3-chlorobenzonitrile (21803-75-8) → N2-(2-chloro-4-(2-methyl-2H-tetrazol-5-yl)phenyl)-N4-methyl-5-(trifluoromethyl)pyrimidine-2,4-diamine (1419755-68-2)

Guidance literature:

Multi-step reaction with 3 steps

1: caesium carbonate; 4,5-bis(diphenylphosphino)-9,9-dimethylxanthene; tris-(dibenzylideneacetone)dipalladium⁽⁰⁾ / 1,4-dioxane / 18 h / 100 °C / Sonication; Microwave irradiation; Sealed tube; Inert atmosphere

2: ammonium chloride; sodium azide / N,N-dimethyl-formamide / 18 h / 125 °C

3: potassium carbonate / 1 h / 40 °C

With tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; sodium azide; potassium carbonate; ammonium chloride; caesium carbonate; 4,5-bis(diphenylphosphino)-9,9-dimethylxanthene; In 1,4-dioxane; N,N-dimethyl-formamide;

DOI:10.1021/jm301020q

upstream raw materials:

2-chloro-N-methyl-5-(trifluoromethyl)pyrimidine-4-amine

4-amino-3-chlorobenzonitrile

3-chloro-4-(4-(methylamino)-5-(trifluoromethyl)pyrimidin-2-ylamino)benzonitrile

N₂-(2-chloro-4-(2H-tetrazol-5-yl)phenyl)-N₄-methyl-5-(trifluoromethyl)pyrimidine-2,4-diamine

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