4-(1-(2-chloro-6-(trifluoromethyl)benzoyl)-6-(dicyclopropylcarbamoyl)-1H-pyrazolo[4,3-b]pyridin-3-yl)-3-fluorobenzoic acid

Base Information

• Chemical Name: 4-(1-(2-chloro-6-(trifluoromethyl)benzoyl)-6-(dicyclopropylcarbamoyl)-1H-pyrazolo[4,3-b]pyridin-3-yl)-3-fluorobenzoic acid
• CAS No.: 1562995-43-0
• Molecular Formula: C₂₈H₁₉ClF₄N₄O₄
• Molecular Weight: 586.93
• Mol file: 1562995-43-0.mol

Synonyms:4-(1-(2-chloro-6-(trifluoromethyl)benzoyl)-6-(dicyclopropylcarbamoyl)-1H-pyrazolo[4,3-b]pyridin-3-yl)-3-fluorobenzoic acid

Chemical Property of 4-(1-(2-chloro-6-(trifluoromethyl)benzoyl)-6-(dicyclopropylcarbamoyl)-1H-pyrazolo[4,3-b]pyridin-3-yl)-3-fluorobenzoic acid

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 4-(1-(2-chloro-6-(trifluoromethyl)benzoyl)-6-(dicyclopropylcarbamoyl)-1H-pyrazolo[4,3-b]pyridin-3-yl)-3-fluorobenzoic acid

There total 15 articles about 4-(1-(2-chloro-6-(trifluoromethyl)benzoyl)-6-(dicyclopropylcarbamoyl)-1H-pyrazolo[4,3-b]pyridin-3-yl)-3-fluorobenzoic 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:

methyl 4-(1-(2-chloro-6-(trifluoromethyl)benzoyl)-6-(dicyclopropylcarbamoyl)-1H-pyrazolo[4,3-b]pyridin-3-yl)-3-fluorobenzoate (1562995-90-7) → 4-(1-(2-chloro-6-(trifluoromethyl)benzoyl)-6-(dicyclopropylcarbamoyl)-1H-pyrazolo[4,3-b]pyridin-3-yl)-3-fluorobenzoic acid (1562995-43-0)

Guidance literature:

With lithium hydroxide monohydrate; In tetrahydrofuran; water; at 20 ℃; for 1h;

Reference yield:

[2-fluoro-4-(methoxycarbonyl)phenyl]boronic acid (603122-84-5) → 4-(1-(2-chloro-6-(trifluoromethyl)benzoyl)-6-(dicyclopropylcarbamoyl)-1H-pyrazolo[4,3-b]pyridin-3-yl)-3-fluorobenzoic acid (1562995-43-0)

Guidance literature:

Multi-step reaction with 4 steps

1: potassium fluoride; (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride / water; 1,4-dioxane / 16 h / 90 °C / Inert atmosphere

2: oxalyl dichloride / dichloromethane; N,N-dimethyl-formamide / 3 h / 20 °C / Cooling with ice

3: triethylamine / dichloromethane / 14 h / 20 °C

4: lithium hydroxide monohydrate / tetrahydrofuran; water / 1 h / 20 °C

With (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; potassium fluoride; oxalyl dichloride; lithium hydroxide monohydrate; triethylamine; In tetrahydrofuran; 1,4-dioxane; dichloromethane; water; N,N-dimethyl-formamide; 1: |Suzuki Coupling;

Reference yield:

5-bromo-2-methyl-3-nitropyridine (911434-05-4) → 4-(1-(2-chloro-6-(trifluoromethyl)benzoyl)-6-(dicyclopropylcarbamoyl)-1H-pyrazolo[4,3-b]pyridin-3-yl)-3-fluorobenzoic acid (1562995-43-0)

Guidance literature:

Multi-step reaction with 11 steps

1.1: iron; ammonium chloride / water; ethanol / 0.67 h / 90 °C

2.1: triethylamine / dichloromethane / 36 h / 0 - 20 °C

3.1: potassium acetate; acetic acid; acetic anhydride / chloroform / 0.25 h / 20 °C

3.2: 48 h / 40 - 60 °C

4.1: 2,2'-bis-(diphenylphosphino)-1,1'-binaphthyl; palladium dichloride; triethylamine / acetonitrile / 18 h / 100 °C / 15001.5 Torr

5.1: potassium hydroxide; iodine / N,N-dimethyl acetamide / 1 h

6.1: dmap; triethylamine / dichloromethane / 20 h / 20 °C / Inert atmosphere

7.1: water; lithium hydroxide / tetrahydrofuran / 24 h / 20 °C

8.1: (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; sodium carbonate / water; 1,4-dioxane / 1 h / 100 °C / Microwave irradiation

9.1: oxalyl dichloride / dichloromethane; N,N-dimethyl-formamide / 3 h / 20 °C / Cooling with ice

10.1: triethylamine / dichloromethane / 14 h / 20 °C

11.1: lithium hydroxide monohydrate / tetrahydrofuran; water / 1 h / 20 °C

With dmap; (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; oxalyl dichloride; lithium hydroxide monohydrate; water; iodine; potassium acetate; acetic anhydride; iron; sodium carbonate; ammonium chloride; 2,2'-bis-(diphenylphosphino)-1,1'-binaphthyl; acetic acid; triethylamine; potassium hydroxide; palladium dichloride; lithium hydroxide; In tetrahydrofuran; 1,4-dioxane; ethanol; dichloromethane; chloroform; N,N-dimethyl acetamide; water; N,N-dimethyl-formamide; acetonitrile; 8.1: |Suzuki Coupling;

upstream raw materials:

[2-fluoro-4-(methoxycarbonyl)phenyl]boronic acid

2-chloro-6-(trifluoromethyl)benzoic acid

5-bromo-2-methyl-3-nitropyridine

5-bromo-2-methylpyridin-3-ylamine

Refernces