4-[2-(4-cyclohexylamino-1H-pyrazolo[4,3-c]pyridin-3-yl)-ethyl]-benzoic acid

Base Information

• Chemical Name: 4-[2-(4-cyclohexylamino-1H-pyrazolo[4,3-c]pyridin-3-yl)-ethyl]-benzoic acid
• CAS No.: 1246350-26-4
• Molecular Formula: C₂₁H₂₄N₄O₂
• Molecular Weight: 364.447
• Mol file: 1246350-26-4.mol

Synonyms:4-[2-(4-cyclohexylamino-1H-pyrazolo[4,3-c]pyridin-3-yl)-ethyl]-benzoic acid

Chemical Property of 4-[2-(4-cyclohexylamino-1H-pyrazolo[4,3-c]pyridin-3-yl)-ethyl]-benzoic acid

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 4-[2-(4-cyclohexylamino-1H-pyrazolo[4,3-c]pyridin-3-yl)-ethyl]-benzoic acid

There total 8 articles about 4-[2-(4-cyclohexylamino-1H-pyrazolo[4,3-c]pyridin-3-yl)-ethyl]-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: 36.0%

4-[2-(4-cyclohexylamino-1H-pyrazolo[4,3-c]pyridin-3-yl)-ethyl]-benzoic acid methyl ester (1246348-26-4) → 4-[2-(4-cyclohexylamino-1H-pyrazolo[4,3-c]pyridin-3-yl)-ethyl]-benzoic acid (1246350-26-4)

Guidance literature:

4-[2-(4-cyclohexylamino-1H-pyrazolo[4,3-c]pyridin-3-yl)-ethyl]-benzoic acid methyl ester; With sodium hydroxide; In methanol; at 70 ℃;

With acetic acid; In methanol;

Reference yield:

2,4-dichloro-3-pyridine Carboxaldehyde (134031-24-6) → 4-[2-(4-cyclohexylamino-1H-pyrazolo[4,3-c]pyridin-3-yl)-ethyl]-benzoic acid (1246350-26-4)

Guidance literature:

Multi-step reaction with 8 steps

1: hydrazine hydrate / 1,2-dimethoxyethane / 20 - 75 °C

2: iodine; potassium hydroxide / 1,4-dioxane / 4 h / 75 °C

3: potassium hydroxide / N,N-dimethyl-formamide / 2.5 h / 20 °C

4: butan-1-ol / 1 h / 20 - 190 °C / Microwave irradiation

5: tetra-(n-butyl)ammonium iodide; triethylamine / dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂ / water; N,N-dimethyl-formamide / 20 °C

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

7: trifluoroacetic acid / 70 °C

8: sodium hydroxide / methanol / 70 °C

With hydrogen; iodine; tetra-(n-butyl)ammonium iodide; hydrazine hydrate; triethylamine; trifluoroacetic acid; potassium hydroxide; sodium hydroxide; dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂; palladium 10% on activated carbon; In 1,4-dioxane; methanol; 1,2-dimethoxyethane; ethanol; water; N,N-dimethyl-formamide; butan-1-ol;

Reference yield:

2,4-dichloropyridine (26452-80-2) → 4-[2-(4-cyclohexylamino-1H-pyrazolo[4,3-c]pyridin-3-yl)-ethyl]-benzoic acid (1246350-26-4)

Guidance literature:

Multi-step reaction with 9 steps

1.1: n-butyllithium; N-ethyl-N,N-diisopropylamine / tetrahydrofuran / 3.5 h / -78 - 0 °C

1.2: 1.5 h / -78 °C

2.1: hydrazine hydrate / 1,2-dimethoxyethane / 20 - 75 °C

3.1: iodine; potassium hydroxide / 1,4-dioxane / 4 h / 75 °C

4.1: potassium hydroxide / N,N-dimethyl-formamide / 2.5 h / 20 °C

5.1: butan-1-ol / 1 h / 20 - 190 °C / Microwave irradiation

6.1: tetra-(n-butyl)ammonium iodide; triethylamine / dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂ / water; N,N-dimethyl-formamide / 20 °C

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

8.1: trifluoroacetic acid / 70 °C

9.1: sodium hydroxide / methanol / 70 °C

With n-butyllithium; hydrogen; iodine; tetra-(n-butyl)ammonium iodide; hydrazine hydrate; triethylamine; N-ethyl-N,N-diisopropylamine; trifluoroacetic acid; potassium hydroxide; sodium hydroxide; dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂; palladium 10% on activated carbon; In tetrahydrofuran; 1,4-dioxane; methanol; 1,2-dimethoxyethane; ethanol; water; N,N-dimethyl-formamide; butan-1-ol;

upstream raw materials:

4-[2-(4-cyclohexylamino-1H-pyrazolo[4,3-c]pyridin-3-yl)-ethyl]-benzoic acid methyl ester

2,4-dichloro-3-pyridine Carboxaldehyde

2,4-dichloropyridine

4-chloro-1H-pyrazolo [4,3-c]pyridine