3-{tert-butoxycarbonyl-[5-(1H-pyrazol-4-yl)-[1,2,4]triazolo[1,5-a]pyrazin-8-yl]-amino}benzoic acid

Base Information

• Chemical Name: 3-{tert-butoxycarbonyl-[5-(1H-pyrazol-4-yl)-[1,2,4]triazolo[1,5-a]pyrazin-8-yl]-amino}benzoic acid
• CAS No.: 959756-26-4
• Molecular Formula: C₂₀H₁₉N₇O₄
• Molecular Weight: 421.415
• Mol file: 959756-26-4.mol

Synonyms:3-{tert-butoxycarbonyl-[5-(1H-pyrazol-4-yl)-[1,2,4]triazolo[1,5-a]pyrazin-8-yl]-amino}benzoic acid

Chemical Property of 3-{tert-butoxycarbonyl-[5-(1H-pyrazol-4-yl)-[1,2,4]triazolo[1,5-a]pyrazin-8-yl]-amino}benzoic acid

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 3-{tert-butoxycarbonyl-[5-(1H-pyrazol-4-yl)-[1,2,4]triazolo[1,5-a]pyrazin-8-yl]-amino}benzoic acid

There total 6 articles about 3-{tert-butoxycarbonyl-[5-(1H-pyrazol-4-yl)-[1,2,4]triazolo[1,5-a]pyrazin-8-yl]-amino}benzoic acid 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:

3-{tert-butoxycarbonyl-[5-(1H-pyrazol-4-yl)-[1,2,4]triazolo[1,5-a]pyrazin-8-yl]-amino}benzoic acid ethyl ester (959756-25-3) → 3-{tert-butoxycarbonyl-[5-(1H-pyrazol-4-yl)-[1,2,4]triazolo[1,5-a]pyrazin-8-yl]-amino}benzoic acid (959756-26-4)

Guidance literature:

3-{tert-butoxycarbonyl-[5-(1H-pyrazol-4-yl)-[1,2,4]triazolo[1,5-a]pyrazin-8-yl]-amino}benzoic acid ethyl ester; With potassium hydroxide; water; In tetrahydrofuran; at 60 ℃;

With citric acid; In tetrahydrofuran; water; at 0 ℃;

Reference yield:

N-(3,6-dibromo-pyrazin-2-yl)-N'-hydroxyformamidine (959755-44-3) → 3-{tert-butoxycarbonyl-[5-(1H-pyrazol-4-yl)-[1,2,4]triazolo[1,5-a]pyrazin-8-yl]-amino}benzoic acid (959756-26-4)

Guidance literature:

Multi-step reaction with 5 steps

1.1: PPA / 2.75 h / 50 - 70 °C

1.2: 20 °C / pH 8

2.1: hydrogen bromide / water; isopropyl alcohol / 4 h / 85 °C

2.2: 20 °C

3.1: dmap / dichloromethane / 2 h / 20 °C

4.1: potassium carbonate / dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂ / 1,4-dioxane; water / 0.42 h / 115 °C

5.1: potassium hydroxide; water / tetrahydrofuran / 60 °C

5.2: 0 °C

With dmap; potassium hydroxide; PPA; water; hydrogen bromide; potassium carbonate; dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂; In tetrahydrofuran; 1,4-dioxane; dichloromethane; water; isopropyl alcohol;

Reference yield:

N'-(3,6-dibromo-pyrazin-2-yl)-N,N-dimethylformamidine → 3-{tert-butoxycarbonyl-[5-(1H-pyrazol-4-yl)-[1,2,4]triazolo[1,5-a]pyrazin-8-yl]-amino}benzoic acid (959756-26-4)

Guidance literature:

Multi-step reaction with 6 steps

1.1: hydroxylamine hydrochloride / methanol / 16 h / 20 °C

2.1: PPA / 2.75 h / 50 - 70 °C

2.2: 20 °C / pH 8

3.1: hydrogen bromide / water; isopropyl alcohol / 4 h / 85 °C

3.2: 20 °C

4.1: dmap / dichloromethane / 2 h / 20 °C

5.1: potassium carbonate / dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂ / 1,4-dioxane; water / 0.42 h / 115 °C

6.1: potassium hydroxide; water / tetrahydrofuran / 60 °C

6.2: 0 °C

With dmap; potassium hydroxide; PPA; hydroxylamine hydrochloride; water; hydrogen bromide; potassium carbonate; dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂; In tetrahydrofuran; 1,4-dioxane; methanol; dichloromethane; water; isopropyl alcohol;

upstream raw materials:

3-{tert-butoxycarbonyl-[5-(1H-pyrazol-4-yl)-[1,2,4]triazolo[1,5-a]pyrazin-8-yl]-amino}benzoic acid ethyl ester

5,8-dibromo-[1,2,4]triazolo[1,5-a]pyrazine

N-(3,6-dibromo-pyrazin-2-yl)-N'-hydroxyformamidine

3-(5-bromo-[1,2,4]triazolo[1,5-a]pyrazin-8-ylamino)benzoic acid ethyl ester