5-(4-(1H-tetrazol-1-yl)phenyl)-N-(1-(5-ethylpyrimidin-2-yl)piperidin-4-yl)-3-nitropyridin-2-amine

Base Information

• Chemical Name: 5-(4-(1H-tetrazol-1-yl)phenyl)-N-(1-(5-ethylpyrimidin-2-yl)piperidin-4-yl)-3-nitropyridin-2-amine
• CAS No.: 1392137-66-4
• Molecular Formula: C₂₃H₂₄N₁₀O₂
• Molecular Weight: 472.509
• Mol file: 1392137-66-4.mol

Synonyms:5-(4-(1H-tetrazol-1-yl)phenyl)-N-(1-(5-ethylpyrimidin-2-yl)piperidin-4-yl)-3-nitropyridin-2-amine

Chemical Property of 5-(4-(1H-tetrazol-1-yl)phenyl)-N-(1-(5-ethylpyrimidin-2-yl)piperidin-4-yl)-3-nitropyridin-2-amine

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 5-(4-(1H-tetrazol-1-yl)phenyl)-N-(1-(5-ethylpyrimidin-2-yl)piperidin-4-yl)-3-nitropyridin-2-amine

There total 8 articles about 5-(4-(1H-tetrazol-1-yl)phenyl)-N-(1-(5-ethylpyrimidin-2-yl)piperidin-4-yl)-3-nitropyridin-2-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: 64.0%

1-(4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl)-1H-tetrazole (1392137-64-2) + 5-bromo-N-(1-(5-ethylpyrimidin-2-yl)piperidin-4-yl)-3-nitro pyridin-2-amine (1392137-65-3) → 5-(4-(1H-tetrazol-1-yl)phenyl)-N-(1-(5-ethylpyrimidin-2-yl)piperidin-4-yl)-3-nitropyridin-2-amine (1392137-66-4)

Guidance literature:

With potassium phosphate; (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; In 1,4-dioxane; at 88 ℃; for 20h; Inert atmosphere;

Reference yield:

1-(tert-butoxycarbonyl)-4-aminopiperidine (87120-72-7) → 5-(4-(1H-tetrazol-1-yl)phenyl)-N-(1-(5-ethylpyrimidin-2-yl)piperidin-4-yl)-3-nitropyridin-2-amine (1392137-66-4)

Guidance literature:

Multi-step reaction with 4 steps

1: N-ethyl-N,N-diisopropylamine / 1-methyl-pyrrolidin-2-one / 30 °C

2: trifluoroacetic acid / 8 h / 20 °C

3: potassium carbonate / N,N-dimethyl-formamide / 24 h / 85 °C

4: potassium phosphate / (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride / 1,4-dioxane / 20 h / 88 °C / Inert atmosphere

With potassium phosphate; potassium carbonate; N-ethyl-N,N-diisopropylamine; trifluoroacetic acid; (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; In 1,4-dioxane; 1-methyl-pyrrolidin-2-one; N,N-dimethyl-formamide;

Reference yield:

4-bromo-aniline (106-40-1) → 5-(4-(1H-tetrazol-1-yl)phenyl)-N-(1-(5-ethylpyrimidin-2-yl)piperidin-4-yl)-3-nitropyridin-2-amine (1392137-66-4)

Guidance literature:

Multi-step reaction with 3 steps

1.1: acetic acid / 1 h / 20 °C

1.2: 2 h / 80 °C

1.3: 1.08 h / 20 °C / Cooling with ice

2.1: potassium phosphate; XPhos / palladium diacetate / 1,4-dioxane / 36 h / 80 °C / Inert atmosphere

3.1: potassium phosphate / (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride / 1,4-dioxane / 20 h / 88 °C / Inert atmosphere

With potassium phosphate; acetic acid; XPhos; (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; palladium diacetate; In 1,4-dioxane;

upstream raw materials:

4-bromo-aniline

2-chloro-5-ethylpyrimidine

1-(tert-butoxycarbonyl)-4-aminopiperidine

4-aminopiperidine

Downstream raw materials:

6-(4-(1H-tetrazol-1-yl)phenyl)-3-(1-(5-ethylpyrimidin-2-yl)piperidin-4-yl)-3H-[1,2,3]triazolo[4,5-b]pyridine

5-(4-(1H-tetrazol-1-yl)phenyl)-N₂-(1-(5-ethylpyrimidin-2-yl)piperidin-4-yl)pyridine-2,3-diamine