3-[4-(cyclohexyloxy)-1H-pyrazolo[4,3-c]pyridin-3-yl]propanoic acid

Base Information

• Chemical Name: 3-[4-(cyclohexyloxy)-1H-pyrazolo[4,3-c]pyridin-3-yl]propanoic acid
• CAS No.: 1367874-62-1
• Molecular Formula: C₁₅H₁₉N₃O₃
• Molecular Weight: 289.334
• Mol file: 1367874-62-1.mol

Synonyms:3-[4-(cyclohexyloxy)-1H-pyrazolo[4,3-c]pyridin-3-yl]propanoic acid

Chemical Property of 3-[4-(cyclohexyloxy)-1H-pyrazolo[4,3-c]pyridin-3-yl]propanoic acid

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 3-[4-(cyclohexyloxy)-1H-pyrazolo[4,3-c]pyridin-3-yl]propanoic acid

There total 9 articles about 3-[4-(cyclohexyloxy)-1H-pyrazolo[4,3-c]pyridin-3-yl]propanoic 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: 80.0%

methyl 3-[4-(cyclohexyloxy)-1H-pyrazolo[4,3-c]pyridin-3-yl]propanoate (1367874-61-0) → 3-[4-(cyclohexyloxy)-1H-pyrazolo[4,3-c]pyridin-3-yl]propanoic acid (1367874-62-1)

Guidance literature:

methyl 3-[4-(cyclohexyloxy)-1H-pyrazolo[4,3-c]pyridin-3-yl]propanoate; With water; sodium hydroxide; In methanol; at 20 ℃;

With acetic acid; In methanol;

Reference yield:

2,4-dichloro-3-pyridine Carboxaldehyde (134031-24-6) → 3-[4-(cyclohexyloxy)-1H-pyrazolo[4,3-c]pyridin-3-yl]propanoic acid (1367874-62-1)

Guidance literature:

Multi-step reaction with 8 steps

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

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

3.1: sodium hydride / N,N-dimethyl-formamide; mineral oil / 0.5 h / 0 °C

3.2: 19 h / 20 °C

4.1: sodium hydride / 1,4-dioxane; mineral oil / 1 h / 20 °C

4.2: 1.5 h / 180 °C / Microwave irradiation

5.1: tetra-(n-butyl)ammonium iodide; triethylamine / dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂ / N,N-dimethyl-formamide / 105 °C

6.1: trifluoroacetic acid / dichloromethane / 20 °C

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

8.1: water; sodium hydroxide / methanol / 20 °C

With water; hydrogen; iodine; tetra-(n-butyl)ammonium iodide; sodium hydride; 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; dichloromethane; ethyl acetate; N,N-dimethyl-formamide; mineral oil;

Reference yield:

2,4-dichloropyridine (26452-80-2) → 3-[4-(cyclohexyloxy)-1H-pyrazolo[4,3-c]pyridin-3-yl]propanoic acid (1367874-62-1)

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: sodium hydride / N,N-dimethyl-formamide; mineral oil / 0.5 h / 0 °C

4.2: 19 h / 20 °C

5.1: sodium hydride / 1,4-dioxane; mineral oil / 1 h / 20 °C

5.2: 1.5 h / 180 °C / Microwave irradiation

6.1: tetra-(n-butyl)ammonium iodide; triethylamine / dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂ / N,N-dimethyl-formamide / 105 °C

7.1: trifluoroacetic acid / dichloromethane / 20 °C

8.1: hydrogen / palladium 10% on activated carbon / ethanol; ethyl acetate / 20 °C

9.1: water; sodium hydroxide / methanol / 20 °C

With n-butyllithium; water; hydrogen; iodine; tetra-(n-butyl)ammonium iodide; sodium hydride; 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; dichloromethane; ethyl acetate; N,N-dimethyl-formamide; mineral oil;

upstream raw materials:

2,4-dichloro-3-pyridine Carboxaldehyde

2,4-dichloropyridine

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

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

Downstream raw materials:

(R)-3-(4-(cyclohexyloxy)-1H-pyrazolo[4,3-c]pyridin-3-yl)-1-(3-phenylpiperidin-1-yl)propan-1-one