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

Base Information

• Chemical Name: 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
• CAS No.: 1392137-46-0
• Molecular Formula: C₂₃H₂₃N₁₁
• Molecular Weight: 453.509
• Mol file: 1392137-46-0.mol

Synonyms:

Chemical Property of 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

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 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

There total 10 articles about 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 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:

4-bromo-aniline (106-40-1) → 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 (1392137-46-0)

Guidance literature:

Multi-step reaction with 5 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

5.1: sodium nitrite; acetic acid / dichloromethane; water / 1 h / 20 °C / Cooling with ice

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

Reference yield:

2-chloro-5-ethylpyrimidine (111196-81-7) → 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 (1392137-46-0)

Guidance literature:

Multi-step reaction with 4 steps

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

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

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

4: sodium nitrite; acetic acid / dichloromethane; water / 1 h / 20 °C / Cooling with ice

With potassium phosphate; hydrogen; potassium carbonate; acetic acid; sodium nitrite; (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; palladium 10% on activated carbon; In 1,4-dioxane; dichloromethane; water; N,N-dimethyl-formamide;

Reference yield:

4-aminopiperidine (13035-19-3) → 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 (1392137-46-0)

Guidance literature:

Multi-step reaction with 7 steps

1.1: 4-methyl-2-pentanone / 0.5 h / 0 - 20 °C / Inert atmosphere; Reflux

1.2: 50 °C

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

3.1: trifluoroacetic acid / 8 h / 20 °C

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

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

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

7.1: sodium nitrite; acetic acid / dichloromethane; water / 1 h / 20 °C / Cooling with ice

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

upstream raw materials:

4-bromo-aniline

2-chloro-5-ethylpyrimidine

1-(tert-butoxycarbonyl)-4-aminopiperidine

4-aminopiperidine