methyl 4-(1-(2-chloro-6-(trifluoromethyl)benzoyl)-6-((3-hydroxypropyl)carbamoyl)-1H-pyrazolo[4,3-b]pyridin-3-yl)-3-fluorobenzoate

Base Information

• Chemical Name: methyl 4-(1-(2-chloro-6-(trifluoromethyl)benzoyl)-6-((3-hydroxypropyl)carbamoyl)-1H-pyrazolo[4,3-b]pyridin-3-yl)-3-fluorobenzoate
• CAS No.: 1562995-77-0
• Molecular Formula: C₂₆H₁₉ClF₄N₄O₅
• Molecular Weight: 578.907
• Mol file: 1562995-77-0.mol

Synonyms:methyl 4-(1-(2-chloro-6-(trifluoromethyl)benzoyl)-6-((3-hydroxypropyl)carbamoyl)-1H-pyrazolo[4,3-b]pyridin-3-yl)-3-fluorobenzoate

Chemical Property of methyl 4-(1-(2-chloro-6-(trifluoromethyl)benzoyl)-6-((3-hydroxypropyl)carbamoyl)-1H-pyrazolo[4,3-b]pyridin-3-yl)-3-fluorobenzoate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of methyl 4-(1-(2-chloro-6-(trifluoromethyl)benzoyl)-6-((3-hydroxypropyl)carbamoyl)-1H-pyrazolo[4,3-b]pyridin-3-yl)-3-fluorobenzoate

There total 13 articles about methyl 4-(1-(2-chloro-6-(trifluoromethyl)benzoyl)-6-((3-hydroxypropyl)carbamoyl)-1H-pyrazolo[4,3-b]pyridin-3-yl)-3-fluorobenzoate 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: 68.0%

1-(2-chloro-6-(trifluoromethyl)benzoyl)-3-(2-fluoro-4-(methoxycarbonyl)phenyl)-1H-pyrazolo[4,3-b]pyridine-6-carboxylic acid (1562454-24-3) + propan-1-ol-3-amine (156-87-6) → methyl 4-(1-(2-chloro-6-(trifluoromethyl)benzoyl)-6-((3-hydroxypropyl)carbamoyl)-1H-pyrazolo[4,3-b]pyridin-3-yl)-3-fluorobenzoate (1562995-77-0)

Guidance literature:

With (benzotriazo-1-yloxy)tris(dimethylamino)phosphonium hexafluorophosphate; N-ethyl-N,N-diisopropylamine; In tetrahydrofuran; at 20 ℃; for 14h;

Reference yield:

[2-fluoro-4-(methoxycarbonyl)phenyl]boronic acid (603122-84-5) → methyl 4-(1-(2-chloro-6-(trifluoromethyl)benzoyl)-6-((3-hydroxypropyl)carbamoyl)-1H-pyrazolo[4,3-b]pyridin-3-yl)-3-fluorobenzoate (1562995-77-0)

Guidance literature:

Multi-step reaction with 2 steps

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

2: N-ethyl-N,N-diisopropylamine; (benzotriazo-1-yloxy)tris(dimethylamino)phosphonium hexafluorophosphate / tetrahydrofuran / 14 h / 20 °C

With (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; potassium fluoride; (benzotriazo-1-yloxy)tris(dimethylamino)phosphonium hexafluorophosphate; N-ethyl-N,N-diisopropylamine; In tetrahydrofuran; 1,4-dioxane; water; 1: |Suzuki Coupling;

Reference yield:

2-chloro-6-(trifluoromethyl)benzoic acid (2376-00-3) → methyl 4-(1-(2-chloro-6-(trifluoromethyl)benzoyl)-6-((3-hydroxypropyl)carbamoyl)-1H-pyrazolo[4,3-b]pyridin-3-yl)-3-fluorobenzoate (1562995-77-0)

Guidance literature:

Multi-step reaction with 5 steps

1: oxalyl dichloride / dichloromethane; N,N-dimethyl-formamide / 1 h / 20 °C

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

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

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

5: N-ethyl-N,N-diisopropylamine; (benzotriazo-1-yloxy)tris(dimethylamino)phosphonium hexafluorophosphate / tetrahydrofuran / 14 h / 20 °C

With dmap; (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; oxalyl dichloride; water; sodium carbonate; (benzotriazo-1-yloxy)tris(dimethylamino)phosphonium hexafluorophosphate; triethylamine; N-ethyl-N,N-diisopropylamine; lithium hydroxide; In tetrahydrofuran; 1,4-dioxane; dichloromethane; water; N,N-dimethyl-formamide; 4: |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

Downstream raw materials:

methyl 4-(1-(2-chloro-6-(trifluoromethyl)benzoyl)-6-(1,3-oxazinane-3-carbonyl)-1H-pyrazolo[4,3-b]pyridin-3-yl)-3-fluorobenzoate

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

Refernces