N-(2-methyl-5-nitrophenyl)-4-(pyrazinyl)-2-pyrimidine-amine

Base Information

• Chemical Name: N-(2-methyl-5-nitrophenyl)-4-(pyrazinyl)-2-pyrimidine-amine
• CAS No.: 641615-37-4
• Molecular Formula: C₁₅H₁₂N₆O₂
• Molecular Weight: 308.299
• Mol file: 641615-37-4.mol

Synonyms:N-(2-methyl-5-nitrophenyl)-4-(pyrazinyl)-2-pyrimidine-amine

Chemical Property of N-(2-methyl-5-nitrophenyl)-4-(pyrazinyl)-2-pyrimidine-amine

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of N-(2-methyl-5-nitrophenyl)-4-(pyrazinyl)-2-pyrimidine-amine

There total 5 articles about N-(2-methyl-5-nitrophenyl)-4-(pyrazinyl)-2-pyrimidine-amine 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: 84.2%

2-bromo-4-nitrotoluene (7745-93-9) + 4-(pyrazinyl)pyrimidin-2-amine → N-(2-methyl-5-nitrophenyl)-4-(pyrazinyl)-2-pyrimidine-amine (641615-37-4)

Guidance literature:

With copper(l) iodide; potassium carbonate; N,N`-dimethylethylenediamine; In 1,4-dioxane; at 20 - 100 ℃; for 20h; Inert atmosphere; Schlenk technique;

DOI:10.1021/op700270n

Reference yield:

1-(2-methyl-5-nitrophenyl)guanidine nitrate (152460-08-7) + 3-dimethylamino-1-(3-pyrazinyl)-2-propene-1-one (111781-53-4) → N-(2-methyl-5-nitrophenyl)-4-(pyrazinyl)-2-pyrimidine-amine (641615-37-4)

Guidance literature:

With sodium hydroxide; In isopropyl alcohol; for 20h; Heating / reflux;

Reference yield:

acetylpyrazine (22047-25-2) → N-(2-methyl-5-nitrophenyl)-4-(pyrazinyl)-2-pyrimidine-amine (641615-37-4)

Guidance literature:

Multi-step reaction with 3 steps

1: 5,5-dimethyl-1,3-cyclohexadiene / 20 h / 140 °C / Inert atmosphere; Schlenk technique

2: sodium hydroxide / butan-1-ol / 12 h / Inert atmosphere; Schlenk technique; Reflux

3: copper(l) iodide; potassium carbonate; N,N`-dimethylethylenediamine / 1,4-dioxane / 20 h / 20 - 100 °C / Inert atmosphere; Schlenk technique

With copper(l) iodide; potassium carbonate; sodium hydroxide; N,N`-dimethylethylenediamine; In 1,4-dioxane; 5,5-dimethyl-1,3-cyclohexadiene; butan-1-ol; 3: |Ullmann Condensation;

DOI:10.1021/op700270n

upstream raw materials:

1-(2-methyl-5-nitrophenyl)guanidine nitrate

3-dimethylamino-1-(3-pyrazinyl)-2-propene-1-one

1-methyl-4-nitrobenzene

2-bromo-4-nitrotoluene

Downstream raw materials:

4-methyl-N*3*-(4-pyrazin-2-yl-pyrimidin-2-yl)-benzene-1,3-diamine