1-(2-chlorophenyl)-8-fluoro-6-methoxy-3-methyl-3H-pyrazolo[3,4-c]cinnoline

Base Information

• Chemical Name: 1-(2-chlorophenyl)-8-fluoro-6-methoxy-3-methyl-3H-pyrazolo[3,4-c]cinnoline
• CAS No.: 1564226-00-1
• Molecular Formula: C₁₇H₁₂ClFN₄O
• Molecular Weight: 342.76
• Mol file: 1564226-00-1.mol

Synonyms:1-(2-chlorophenyl)-8-fluoro-6-methoxy-3-methyl-3H-pyrazolo[3,4-c]cinnoline

Chemical Property of 1-(2-chlorophenyl)-8-fluoro-6-methoxy-3-methyl-3H-pyrazolo[3,4-c]cinnoline

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 1-(2-chlorophenyl)-8-fluoro-6-methoxy-3-methyl-3H-pyrazolo[3,4-c]cinnoline

There total 5 articles about 1-(2-chlorophenyl)-8-fluoro-6-methoxy-3-methyl-3H-pyrazolo[3,4-c]cinnoline 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: 22.0%

8-fluoro-6-methoxy-3-methyl-3H-pyrazolo[3,4-c]cinnolin-1-yl trifluoromethanesulfonate (1564237-50-8) + 2-Chlorobenzeneboronic acid (3900-89-8) → 1-(2-chlorophenyl)-8-fluoro-6-methoxy-3-methyl-3H-pyrazolo[3,4-c]cinnoline (1564226-00-1)

Guidance literature:

With tetrakis(triphenylphosphine) palladium⁽⁰⁾; potassium carbonate; In 1,4-dioxane; water; at 100 ℃; for 1h; Microwave irradiation;

Reference yield:

5-amino-4-(3-fluoro-5-methoxyphenyl)-1-methyl-1H-pyrazol-3-ol (1564237-15-5) → 1-(2-chlorophenyl)-8-fluoro-6-methoxy-3-methyl-3H-pyrazolo[3,4-c]cinnoline (1564226-00-1)

Guidance literature:

Multi-step reaction with 3 steps

1: hydrogenchloride; sodium nitrite / water / 1 h / 0 - 20 °C

2: triethylamine / tetrahydrofuran / 0.77 h / -78 °C / Inert atmosphere

3: potassium carbonate; tetrakis(triphenylphosphine) palladium⁽⁰⁾ / water; 1,4-dioxane / 1 h / 100 °C / Microwave irradiation

With hydrogenchloride; tetrakis(triphenylphosphine) palladium⁽⁰⁾; potassium carbonate; triethylamine; sodium nitrite; In tetrahydrofuran; 1,4-dioxane; water;

Reference yield:

8-fluoro-6-methoxy-3-methyl-3H-pyrazolo[3,4-c]cinnolin-1-ol (1564225-50-8) → 1-(2-chlorophenyl)-8-fluoro-6-methoxy-3-methyl-3H-pyrazolo[3,4-c]cinnoline (1564226-00-1)

Guidance literature:

Multi-step reaction with 2 steps

1: triethylamine / tetrahydrofuran / 0.77 h / -78 °C / Inert atmosphere

2: potassium carbonate; tetrakis(triphenylphosphine) palladium⁽⁰⁾ / water; 1,4-dioxane / 1 h / 100 °C / Microwave irradiation

With tetrakis(triphenylphosphine) palladium⁽⁰⁾; potassium carbonate; triethylamine; In tetrahydrofuran; 1,4-dioxane; water;

upstream raw materials:

8-fluoro-6-methoxy-3-methyl-3H-pyrazolo[3,4-c]cinnolin-1-yl trifluoromethanesulfonate

2-Chlorobenzeneboronic acid

2-(3-fluoro-5-methoxyphenyl)acetonitrile

ethyl 2-cyano-2-(3-fluoro-5-methoxyphenyl)acetate