5-(2,6-difluorophenyl)-3-{[1-(methylsulphonyl)piperidin-4-yl]amino}-2-{[2-(trimethylsilyl)ethoxy]methyl}-7-ethynyl-2H-pyrazolo[4,3-c]isoquinoline

Base Information

• Chemical Name: 5-(2,6-difluorophenyl)-3-{[1-(methylsulphonyl)piperidin-4-yl]amino}-2-{[2-(trimethylsilyl)ethoxy]methyl}-7-ethynyl-2H-pyrazolo[4,3-c]isoquinoline
• CAS No.: 1253734-15-4
• Molecular Formula: C₃₀H₃₅F₂N₅O₃SSi
• Molecular Weight: 611.788

Synonyms:5-(2,6-difluorophenyl)-3-{[1-(methylsulphonyl)piperidin-4-yl]amino}-2-{[2-(trimethylsilyl)ethoxy]methyl}-7-ethynyl-2H-pyrazolo[4,3-c]isoquinoline

Chemical Property of 5-(2,6-difluorophenyl)-3-{[1-(methylsulphonyl)piperidin-4-yl]amino}-2-{[2-(trimethylsilyl)ethoxy]methyl}-7-ethynyl-2H-pyrazolo[4,3-c]isoquinoline

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 5-(2,6-difluorophenyl)-3-{[1-(methylsulphonyl)piperidin-4-yl]amino}-2-{[2-(trimethylsilyl)ethoxy]methyl}-7-ethynyl-2H-pyrazolo[4,3-c]isoquinoline

There total 9 articles about 5-(2,6-difluorophenyl)-3-{[1-(methylsulphonyl)piperidin-4-yl]amino}-2-{[2-(trimethylsilyl)ethoxy]methyl}-7-ethynyl-2H-pyrazolo[4,3-c]isoquinoline 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:

5-(2,6-difluorophenyl)-3-{[1-(methylsulphonyl)piperidin-4-yl]amino}-2-{[2-(trimethylsilyl)ethoxy]methyl}-7-trimethylsilanylethynyl-2H-pyrazolo[4,3-c]isoquinoline (1253734-14-3) → 5-(2,6-difluorophenyl)-3-{[1-(methylsulphonyl)piperidin-4-yl]amino}-2-{[2-(trimethylsilyl)ethoxy]methyl}-7-ethynyl-2H-pyrazolo[4,3-c]isoquinoline (1253734-15-4)

Guidance literature:

With tetrabutyl ammonium fluoride; In tetrahydrofuran; at 20 ℃; for 0.5h; Inert atmosphere;

Reference yield:

3-(4-iodophenyl)-1H-pyrazol-4-ylamine (1253733-68-4) → 5-(2,6-difluorophenyl)-3-{[1-(methylsulphonyl)piperidin-4-yl]amino}-2-{[2-(trimethylsilyl)ethoxy]methyl}-7-ethynyl-2H-pyrazolo[4,3-c]isoquinoline (1253734-15-4)

Guidance literature:

Multi-step reaction with 7 steps

1.1: sodium hydroxide / ethanol; water; tetrahydrofuran / 1 h / 20 °C / Inert atmosphere

1.2: 20 °C

2.1: phosphorus pentoxide / 23 h / 165 °C / Inert atmosphere

3.1: potassium hydroxide; bromine / N,N-dimethyl-formamide / 1 h / 20 °C

4.1: N-ethyl-N,N-diisopropylamine / N,N-dimethyl-formamide / 24 h / 20 °C / Inert atmosphere

5.1: triethylamine / copper(l) iodide; bis-triphenylphosphine-palladium(II) chloride / N,N-dimethyl-formamide / 2.17 h / 20 °C / Inert atmosphere

6.1: 1,4-dioxane / 0.17 h / Inert atmosphere

6.2: 5 h / Reflux

7.1: tetrabutyl ammonium fluoride / tetrahydrofuran / 0.5 h / 20 °C / Inert atmosphere

With phosphorus pentoxide; tetrabutyl ammonium fluoride; bromine; triethylamine; N-ethyl-N,N-diisopropylamine; potassium hydroxide; sodium hydroxide; bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide; In tetrahydrofuran; 1,4-dioxane; ethanol; water; N,N-dimethyl-formamide;

Reference yield:

2,6-difluorobenzoylchloride (18063-02-0) → 5-(2,6-difluorophenyl)-3-{[1-(methylsulphonyl)piperidin-4-yl]amino}-2-{[2-(trimethylsilyl)ethoxy]methyl}-7-ethynyl-2H-pyrazolo[4,3-c]isoquinoline (1253734-15-4)

Guidance literature:

Multi-step reaction with 7 steps

1.1: sodium hydroxide / ethanol; water; tetrahydrofuran / 1 h / 20 °C / Inert atmosphere

1.2: 20 °C

2.1: phosphorus pentoxide / 23 h / 165 °C / Inert atmosphere

3.1: potassium hydroxide; bromine / N,N-dimethyl-formamide / 1 h / 20 °C

4.1: N-ethyl-N,N-diisopropylamine / N,N-dimethyl-formamide / 24 h / 20 °C / Inert atmosphere

5.1: triethylamine / copper(l) iodide; bis-triphenylphosphine-palladium(II) chloride / N,N-dimethyl-formamide / 2.17 h / 20 °C / Inert atmosphere

6.1: 1,4-dioxane / 0.17 h / Inert atmosphere

6.2: 5 h / Reflux

7.1: tetrabutyl ammonium fluoride / tetrahydrofuran / 0.5 h / 20 °C / Inert atmosphere

With phosphorus pentoxide; tetrabutyl ammonium fluoride; bromine; triethylamine; N-ethyl-N,N-diisopropylamine; potassium hydroxide; sodium hydroxide; bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide; In tetrahydrofuran; 1,4-dioxane; ethanol; water; N,N-dimethyl-formamide;

upstream raw materials:

4-amino-1-methanesulfonylpiperidine

3-bromo-5-(2,6-difluorophenyl)-2-(2-trimethylsilanylethoxymethyl)-7-trimethylsilanylethynyl-2H-pyrazolo[4,3-c]isoquinoline

2,6-difluorobenzoylchloride

3-(4-iodophenyl)-1H-pyrazol-4-ylamine

Downstream raw materials:

5-(2,6-difluorophenyl)-N-[1-(methylsulphonyl)piperidin-4-yl]-7-(2H-1,2,3-triazol-4-yl)-1H-pyrazolo[4,3-c]isoquinolin-3-amine

5-(2,6-difluorophenyl)-N-[1-(methylsulphonyl)piperidin-4-yl]-7-(2H-1,2,3-triazol-4-yl)-2-{[2-(trimethylsilyl)ethoxy]methyl}-2H-pyrazolo[4,3-c]isoquinolin-3-amine

5-(2,6-difluorophenyl)-3-{[1-(methylsulphonyl)piperidin-4-yl]amino}-7-ethynyl-1H-pyrazolo[4,3-c]isoquinoline

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