2-(3,5-bis-trifluoromethyl-phenyl)-N-[4-(4-fluoro-2-methyl-phenyl)-1H-pyrazolo[3,4-b]pyridin-5-yl]-N-methyl-isobutyramide

Base Information

• Chemical Name: 2-(3,5-bis-trifluoromethyl-phenyl)-N-[4-(4-fluoro-2-methyl-phenyl)-1H-pyrazolo[3,4-b]pyridin-5-yl]-N-methyl-isobutyramide
• CAS No.: 1340592-00-8
• Molecular Formula: C₂₆H₂₁F₇N₄O
• Molecular Weight: 538.468
• Mol file: 1340592-00-8.mol

Synonyms:2-(3,5-bis-trifluoromethyl-phenyl)-N-[4-(4-fluoro-2-methyl-phenyl)-1H-pyrazolo[3,4-b]pyridin-5-yl]-N-methyl-isobutyramide

Chemical Property of 2-(3,5-bis-trifluoromethyl-phenyl)-N-[4-(4-fluoro-2-methyl-phenyl)-1H-pyrazolo[3,4-b]pyridin-5-yl]-N-methyl-isobutyramide

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 2-(3,5-bis-trifluoromethyl-phenyl)-N-[4-(4-fluoro-2-methyl-phenyl)-1H-pyrazolo[3,4-b]pyridin-5-yl]-N-methyl-isobutyramide

There total 8 articles about 2-(3,5-bis-trifluoromethyl-phenyl)-N-[4-(4-fluoro-2-methyl-phenyl)-1H-pyrazolo[3,4-b]pyridin-5-yl]-N-methyl-isobutyramide 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: 41.0%

N-[1-benzyl-4-(4-fluoro-2-methyl-phenyl)-1H-pyrazolo[3,4-b]pyridin-5-yl]-2-(3,5-bis-trifluoromethyl-phenyl)-N-methyl-isobutyramide (1340591-83-4) → 2-(3,5-bis-trifluoromethyl-phenyl)-N-[4-(4-fluoro-2-methyl-phenyl)-1H-pyrazolo[3,4-b]pyridin-5-yl]-N-methyl-isobutyramide (1340592-00-8)

Guidance literature:

N-[1-benzyl-4-(4-fluoro-2-methyl-phenyl)-1H-pyrazolo[3,4-b]pyridin-5-yl]-2-(3,5-bis-trifluoromethyl-phenyl)-N-methyl-isobutyramide; With hydrogenchloride; hydrogen; palladium on activated charcoal; In methanol; water; at 60 ℃; for 20h; under 7500.75 Torr;

With sodium hydroxide; In methanol; water; pH=8;

Reference yield:

1-Benzyl-5-(2,2-bis-ethoxycarbonyl-vinyl-amino)pyrazol (37799-73-8) → 2-(3,5-bis-trifluoromethyl-phenyl)-N-[4-(4-fluoro-2-methyl-phenyl)-1H-pyrazolo[3,4-b]pyridin-5-yl]-N-methyl-isobutyramide (1340592-00-8)

Guidance literature:

Multi-step reaction with 7 steps

1.1: trichlorophosphate / 8 h / 130 °C

1.2: 0 °C / pH 7

2.1: sodium carbonate / tetrakis(triphenylphosphine) palladium⁽⁰⁾ / toluene; ethanol; water / 15 h / 75 °C / Inert atmosphere

3.1: sodium hydroxide; water / ethanol; tetrahydrofuran / 3 h / 50 °C

3.2: 20 °C / pH 3

4.1: triethylamine; diphenyl phosphoryl azide / tetrahydrofuran / 7 h / 60 °C

5.1: sodium hydride / N,N-dimethyl-formamide / 0.33 h / 0 °C

5.2: 0 - 20 °C

6.1: N-ethyl-N,N-diisopropylamine / dichloromethane / 2 h / 40 °C

7.1: hydrogenchloride; hydrogen / palladium on activated charcoal / water; methanol / 20 h / 60 °C / 7500.75 Torr

7.2: pH 8

With hydrogenchloride; diphenyl phosphoryl azide; water; hydrogen; sodium hydride; sodium carbonate; triethylamine; N-ethyl-N,N-diisopropylamine; sodium hydroxide; trichlorophosphate; tetrakis(triphenylphosphine) palladium⁽⁰⁾; palladium on activated charcoal; In tetrahydrofuran; methanol; ethanol; dichloromethane; water; N,N-dimethyl-formamide; toluene; 2.1: Suzuki Coupling;

Reference yield:

1-benzyl-4-(4-fluoro-2-methyl-phenyl)-1H-pyrazolo[3,4-b]pyridine-5-carboxylic acid ethyl ester (1340592-19-9) → 2-(3,5-bis-trifluoromethyl-phenyl)-N-[4-(4-fluoro-2-methyl-phenyl)-1H-pyrazolo[3,4-b]pyridin-5-yl]-N-methyl-isobutyramide (1340592-00-8)

Guidance literature:

Multi-step reaction with 5 steps

1.1: sodium hydroxide; water / ethanol; tetrahydrofuran / 3 h / 50 °C

1.2: 20 °C / pH 3

2.1: triethylamine; diphenyl phosphoryl azide / tetrahydrofuran / 7 h / 60 °C

3.1: sodium hydride / N,N-dimethyl-formamide / 0.33 h / 0 °C

3.2: 0 - 20 °C

4.1: N-ethyl-N,N-diisopropylamine / dichloromethane / 2 h / 40 °C

5.1: hydrogenchloride; hydrogen / palladium on activated charcoal / water; methanol / 20 h / 60 °C / 7500.75 Torr

5.2: pH 8

With hydrogenchloride; diphenyl phosphoryl azide; water; hydrogen; sodium hydride; triethylamine; N-ethyl-N,N-diisopropylamine; sodium hydroxide; palladium on activated charcoal; In tetrahydrofuran; methanol; ethanol; dichloromethane; water; N,N-dimethyl-formamide;

upstream raw materials:

N-[1-benzyl-4-(4-fluoro-2-methyl-phenyl)-1H-pyrazolo[3,4-b]pyridin-5-yl]-2-(3,5-bis-trifluoromethyl-phenyl)-N-methyl-isobutyramide

1-Benzyl-5-(2,2-bis-ethoxycarbonyl-vinyl-amino)pyrazol

1-benzyl-4-chloro-1H-pyrazolo[3,4-b]pyridine-5-carboxylic acid ethyl ester

1-benzyl-4-(4-fluoro-2-methyl-phenyl)-1H-pyrazolo[3,4-b]pyridine-5-carboxylic acid ethyl ester

Downstream raw materials:

2-(3,5-bis-trifluoromethylphenyl)-N-[1-(2,2-difluoroethyl)-4-(4-fluoro-2-methylphenyl)-1H-pyrazolo[3,4-b]pyridin-5-yl]-N-methylisobutyramide