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

Base Information

• Chemical Name: 5-(4-(1H-tetrazol-1-yl)phenyl)-N₂-(1-(5-ethylpyrimidin-2-yl)piperidin-4-yl)pyridine-2,3-diamine
• CAS No.: 1392137-67-5
• Molecular Formula: C₂₃H₂₆N₁₀
• Molecular Weight: 442.526

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

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

Chemical Property:

Purity/Quality:

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

There total 10 articles about 5-(4-(1H-tetrazol-1-yl)phenyl)-N₂-(1-(5-ethylpyrimidin-2-yl)piperidin-4-yl)pyridine-2,3-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: 99.0%

5-(4-(1H-tetrazol-1-yl)phenyl)-N-(1-(5-ethylpyrimidin-2-yl)piperidin-4-yl)-3-nitropyridin-2-amine (1392137-66-4) → 5-(4-(1H-tetrazol-1-yl)phenyl)-N2-(1-(5-ethylpyrimidin-2-yl)piperidin-4-yl)pyridine-2,3-diamine (1392137-67-5)

Guidance literature:

With hydrogen; palladium 10% on activated carbon; at 20 ℃;

Reference yield:

4-bromo-aniline (106-40-1) → 5-(4-(1H-tetrazol-1-yl)phenyl)-N2-(1-(5-ethylpyrimidin-2-yl)piperidin-4-yl)pyridine-2,3-diamine (1392137-67-5)

Guidance literature:

Multi-step reaction with 4 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

4.1: hydrogen / palladium 10% on activated carbon / 20 °C

With potassium phosphate; hydrogen; acetic acid; XPhos; (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; palladium 10% on activated carbon; palladium diacetate; In 1,4-dioxane;

Reference yield:

1-(tert-butoxycarbonyl)-4-aminopiperidine (87120-72-7) → 5-(4-(1H-tetrazol-1-yl)phenyl)-N2-(1-(5-ethylpyrimidin-2-yl)piperidin-4-yl)pyridine-2,3-diamine (1392137-67-5)

Guidance literature:

Multi-step reaction with 5 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

5: hydrogen / palladium 10% on activated carbon / 20 °C

With potassium phosphate; hydrogen; potassium carbonate; N-ethyl-N,N-diisopropylamine; trifluoroacetic acid; (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; palladium 10% on activated carbon; In 1,4-dioxane; 1-methyl-pyrrolidin-2-one; N,N-dimethyl-formamide;

upstream raw materials:

4-bromo-aniline

2-chloro-5-ethylpyrimidine

1-(tert-butoxycarbonyl)-4-aminopiperidine

4-aminopiperidine

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