2-(1-(4-amino-3-(3-methyl-1H-indazol-6-yl)-1H-pyrazolo[3,4-d]pyrimidin-1-yl)ethyl)-5-fluoro-3-(3-fluorophenyl)-4H-chromen-4-one

Base Information

• Chemical Name: 2-(1-(4-amino-3-(3-methyl-1H-indazol-6-yl)-1H-pyrazolo[3,4-d]pyrimidin-1-yl)ethyl)-5-fluoro-3-(3-fluorophenyl)-4H-chromen-4-one
• CAS No.: 1408085-20-0
• Molecular Formula: C₃₀H₂₁F₂N₇O₂
• Molecular Weight: 549.539
• Mol file: 1408085-20-0.mol

Synonyms:

Chemical Property of 2-(1-(4-amino-3-(3-methyl-1H-indazol-6-yl)-1H-pyrazolo[3,4-d]pyrimidin-1-yl)ethyl)-5-fluoro-3-(3-fluorophenyl)-4H-chromen-4-one

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 2-(1-(4-amino-3-(3-methyl-1H-indazol-6-yl)-1H-pyrazolo[3,4-d]pyrimidin-1-yl)ethyl)-5-fluoro-3-(3-fluorophenyl)-4H-chromen-4-one

There total 11 articles about 2-(1-(4-amino-3-(3-methyl-1H-indazol-6-yl)-1H-pyrazolo[3,4-d]pyrimidin-1-yl)ethyl)-5-fluoro-3-(3-fluorophenyl)-4H-chromen-4-one 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: 33.0%

3-methyl-6-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-1-indazole (1227911-51-4) + 2-(1-(4-amino-3-iodo-1H-pyrazolo[3,4-d]pyrimidin-1-yl)ethyl)-5-fluoro-3-(3-fluorophenyl)-4H-chromen-4-one (1408087-88-6) → 2-(1-(4-amino-3-(3-methyl-1H-indazol-6-yl)-1H-pyrazolo[3,4-d]pyrimidin-1-yl)ethyl)-5-fluoro-3-(3-fluorophenyl)-4H-chromen-4-one (1408085-20-0,1408085-22-2,1408085-23-3)

Guidance literature:

3-methyl-6-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-1-indazole; 2-(1-(4-amino-3-iodo-1H-pyrazolo[3,4-d]pyrimidin-1-yl)ethyl)-5-fluoro-3-(3-fluorophenyl)-4H-chromen-4-one; With sodium carbonate; dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂; In 1,2-dimethoxyethane; water; at 100 ℃; for 1h; Inert atmosphere; microwave irradiation;

With trifluoroacetic acid; In dichloromethane; for 1h;

With sodium hydrogencarbonate; In dichloromethane; water;

Reference yield:

1-(2-Fluoro-6-methoxyphenyl)ethanone (120484-50-6) → 2-(1-(4-amino-3-(3-methyl-1H-indazol-6-yl)-1H-pyrazolo[3,4-d]pyrimidin-1-yl)ethyl)-5-fluoro-3-(3-fluorophenyl)-4H-chromen-4-one (1408085-20-0,1408085-22-2,1408085-23-3)

Guidance literature:

Multi-step reaction with 8 steps

1.1: aluminum (III) chloride / dichloromethane / 12 h / 20 °C

2.1: dichloromethane / 3 h / 45 °C / Cooling with ice

3.1: sodium hydride / dimethyl sulfoxide / 13 h / 0 - 20 °C

3.2: 12 h / Reflux

4.1: N-Bromosuccinimide / N,N-dimethyl-formamide / 12 h / 20 °C

5.1: potassium carbonate / tetrakis(triphenylphosphine) palladium⁽⁰⁾ / 1,4-dioxane; water / 12 h / Reflux; Inert atmosphere

6.1: N-Bromosuccinimide / 2,2'-azobis(isobutyronitrile) / tetrachloromethane / 12 h / 80 °C

7.1: potassium carbonate / N,N-dimethyl-formamide / 12 h / 20 °C

8.1: sodium carbonate / dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂ / 1,2-dimethoxyethane; water / 1 h / 100 °C / Inert atmosphere; microwave irradiation

8.2: 1 h

With aluminum (III) chloride; N-Bromosuccinimide; sodium hydride; sodium carbonate; potassium carbonate; tetrakis(triphenylphosphine) palladium⁽⁰⁾; dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂; 2,2'-azobis(isobutyronitrile); In 1,4-dioxane; tetrachloromethane; 1,2-dimethoxyethane; dichloromethane; water; dimethyl sulfoxide; N,N-dimethyl-formamide;

Reference yield:

1-(2-fluoro-6-hydroxyphenyl)ethan-1-one (93339-98-1) → 2-(1-(4-amino-3-(3-methyl-1H-indazol-6-yl)-1H-pyrazolo[3,4-d]pyrimidin-1-yl)ethyl)-5-fluoro-3-(3-fluorophenyl)-4H-chromen-4-one (1408085-20-0,1408085-22-2,1408085-23-3)

Guidance literature:

Multi-step reaction with 7 steps

1.1: dichloromethane / 3 h / 45 °C / Cooling with ice

2.1: sodium hydride / dimethyl sulfoxide / 13 h / 0 - 20 °C

2.2: 12 h / Reflux

3.1: N-Bromosuccinimide / N,N-dimethyl-formamide / 12 h / 20 °C

4.1: potassium carbonate / tetrakis(triphenylphosphine) palladium⁽⁰⁾ / 1,4-dioxane; water / 12 h / Reflux; Inert atmosphere

5.1: N-Bromosuccinimide / 2,2'-azobis(isobutyronitrile) / tetrachloromethane / 12 h / 80 °C

6.1: potassium carbonate / N,N-dimethyl-formamide / 12 h / 20 °C

7.1: sodium carbonate / dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂ / 1,2-dimethoxyethane; water / 1 h / 100 °C / Inert atmosphere; microwave irradiation

7.2: 1 h

With N-Bromosuccinimide; sodium hydride; sodium carbonate; potassium carbonate; tetrakis(triphenylphosphine) palladium⁽⁰⁾; dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂; 2,2'-azobis(isobutyronitrile); In 1,4-dioxane; tetrachloromethane; 1,2-dimethoxyethane; dichloromethane; water; dimethyl sulfoxide; N,N-dimethyl-formamide;

upstream raw materials:

1-(2-Fluoro-6-methoxyphenyl)ethanone

1-(2-fluoro-6-hydroxyphenyl)ethan-1-one

2-fluoro-6-methoxybenzaldehyde

1-fluoro-3-methoxybenzene