4-methyl-3-((2-methyl-6-(pyridin-3-yl)-2H-pyrazolo[3,4-d]pyrimidin-4-yl)amino)-N-(3-(trifluoromethyl)phenyl)benzamide

Base Information

• Chemical Name: 4-methyl-3-((2-methyl-6-(pyridin-3-yl)-2H-pyrazolo[3,4-d]pyrimidin-4-yl)amino)-N-(3-(trifluoromethyl)phenyl)benzamide
• CAS No.: 2245892-85-5
• Molecular Formula: C₂₆H₂₀F₃N₇O
• Molecular Weight: 503.486
• Mol file: 2245892-85-5.mol

Synonyms:

Chemical Property of 4-methyl-3-((2-methyl-6-(pyridin-3-yl)-2H-pyrazolo[3,4-d]pyrimidin-4-yl)amino)-N-(3-(trifluoromethyl)phenyl)benzamide

Chemical Property:

Purity/Quality:

≥99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 4-methyl-3-((2-methyl-6-(pyridin-3-yl)-2H-pyrazolo[3,4-d]pyrimidin-4-yl)amino)-N-(3-(trifluoromethyl)phenyl)benzamide

There total 5 articles about 4-methyl-3-((2-methyl-6-(pyridin-3-yl)-2H-pyrazolo[3,4-d]pyrimidin-4-yl)amino)-N-(3-(trifluoromethyl)phenyl)benzamide 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: 40.0%

3-bromo-4-methyl-N-[3-(trifluoromethyl)phenyl]benzamide + 2-methyl-6-(pyridine-3-yl)-2H-pyrazolo[3,4-d]pyrimidin-4-amine → 4-methyl-3-((2-methyl-6-(pyridin-3-yl)-2H-pyrazolo[3,4-d]pyrimidin-4-yl)amino)-N-(3-(trifluoromethyl)phenyl)benzamide (2245892-85-5)

Guidance literature:

With tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; caesium carbonate; 4,5-bis(diphenylphosphino)-9,9-dimethylxanthene; In 1,4-dioxane; at 120 ℃; for 6h; Inert atmosphere;

DOI:10.1002/cmdc.201800398

Reference yield:

3-amino-1-methyl-1H-pyrazole-4-carbonitrile (87412-96-2) → 4-methyl-3-((2-methyl-6-(pyridin-3-yl)-2H-pyrazolo[3,4-d]pyrimidin-4-yl)amino)-N-(3-(trifluoromethyl)phenyl)benzamide (2245892-85-5)

Guidance literature:

Multi-step reaction with 2 steps

1: potassium tert-butylate / 1,4-dioxane / 4 h / 125 °C / Inert atmosphere

2: tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; caesium carbonate; 4,5-bis(diphenylphosphino)-9,9-dimethylxanthene / 1,4-dioxane / 6 h / 120 °C / Inert atmosphere

With tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; potassium tert-butylate; caesium carbonate; 4,5-bis(diphenylphosphino)-9,9-dimethylxanthene; In 1,4-dioxane; 2: |Buchwald-Hartwig Coupling;

DOI:10.1002/cmdc.201800398

Reference yield:

3-bromo-4-methylbenzoic acid (7697-26-9) → 4-methyl-3-((2-methyl-6-(pyridin-3-yl)-2H-pyrazolo[3,4-d]pyrimidin-4-yl)amino)-N-(3-(trifluoromethyl)phenyl)benzamide (2245892-85-5)

Guidance literature:

Multi-step reaction with 3 steps

1: thionyl chloride / 1.5 h / 80 °C / Inert atmosphere

2: triethylamine / dichloromethane / 21 h / 20 °C / Inert atmosphere

3: tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; caesium carbonate; 4,5-bis(diphenylphosphino)-9,9-dimethylxanthene / 1,4-dioxane / 6 h / 120 °C / Inert atmosphere

With tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; thionyl chloride; caesium carbonate; triethylamine; 4,5-bis(diphenylphosphino)-9,9-dimethylxanthene; In 1,4-dioxane; dichloromethane; 3: |Buchwald-Hartwig Coupling;

DOI:10.1002/cmdc.201800398

upstream raw materials:

3-amino-1-methyl-1H-pyrazole-4-carbonitrile

3-bromo-4-methylbenzoic acid

3-bromo-4-methylbenzoyl chloride

3-trifluoromethylaniline