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

Base Information

• Chemical Name: 2-(1-(4-amino-3-iodo-1H-pyrazolo[3,4-d]pyrimidin-1-yl)ethyl)-5-fluoro-3-(4-fluorophenyl)-4H-chromen-4-one
• CAS No.: 1408087-99-9
• Molecular Formula: C₂₂H₁₄F₂IN₅O₂
• Molecular Weight: 545.287
• Mol file: 1408087-99-9.mol

Synonyms:2-(1-(4-amino-3-iodo-1H-pyrazolo[3,4-d]pyrimidin-1-yl)ethyl)-5-fluoro-3-(4-fluorophenyl)-4H-chromen-4-one

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

There total 10 articles about 2-(1-(4-amino-3-iodo-1H-pyrazolo[3,4-d]pyrimidin-1-yl)ethyl)-5-fluoro-3-(4-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: 38.0%

2-(1-bromoethyl)-5-fluoro-3-(3-fluorophenyl)-4H-chromen-4-one (1408087-79-5) + 4-amino-3-iodo-1H-pyrazolo[3,4-d]pyrimidine (151266-23-8) → 2-(1-(4-amino-3-iodo-1H-pyrazolo[3,4-d]pyrimidin-1-yl)ethyl)-5-fluoro-3-(4-fluorophenyl)-4H-chromen-4-one (1408087-99-9)

Guidance literature:

With potassium carbonate; In N,N-dimethyl-formamide; at 20 ℃; for 12h;

Reference yield:

1-(2-fluoro-6-methoxyphenyl)ethan-1-ol (120484-49-3) → 2-(1-(4-amino-3-iodo-1H-pyrazolo[3,4-d]pyrimidin-1-yl)ethyl)-5-fluoro-3-(4-fluorophenyl)-4H-chromen-4-one (1408087-99-9)

Guidance literature:

Multi-step reaction with 8 steps

1.1: dipyridinium dichromate / N,N-dimethyl-formamide / 12 h / 20 °C

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

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

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

4.2: 12 h / Reflux

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

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

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

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

With aluminum (III) chloride; N-Bromosuccinimide; dipyridinium dichromate; sodium hydride; potassium carbonate; tetrakis(triphenylphosphine) palladium⁽⁰⁾; 2,2'-azobis(isobutyronitrile); In 1,4-dioxane; tetrachloromethane; dichloromethane; water; dimethyl sulfoxide; N,N-dimethyl-formamide;

Reference yield:

2-acetyl-3-fluorophenyl propionate (1408087-72-8) → 2-(1-(4-amino-3-iodo-1H-pyrazolo[3,4-d]pyrimidin-1-yl)ethyl)-5-fluoro-3-(4-fluorophenyl)-4H-chromen-4-one (1408087-99-9)

Guidance literature:

Multi-step reaction with 5 steps

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

1.2: 12 h / Reflux

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

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

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

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

With N-Bromosuccinimide; sodium hydride; potassium carbonate; tetrakis(triphenylphosphine) palladium⁽⁰⁾; 2,2'-azobis(isobutyronitrile); In 1,4-dioxane; tetrachloromethane; 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-(1-bromoethyl)-5-fluoro-3-(3-fluorophenyl)-4H-chromen-4-one

4-amino-3-iodo-1H-pyrazolo[3,4-d]pyrimidine