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

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Chemical Name:2-(1-(4-amino-3-(3-hydroxyprop-1-ynyl)-1H-pyrazolo[3,4-d]pyrimidin-1-yl)ethyl)-3-(3-fluorophenyl)-4H-chromen-4-one
CAS No.:1300584-61-5
Molecular Formula:C₂₅H₁₈FN₅O₃
Molecular Weight:455.448
Hs Code.:

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

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

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Technology Process of 2-(1-(4-amino-3-(3-hydroxyprop-1-ynyl)-1H-pyrazolo[3,4-d]pyrimidin-1-yl)ethyl)-3-(3-fluorophenyl)-4H-chromen-4-one

There total 7 articles about 2-(1-(4-amino-3-(3-hydroxyprop-1-ynyl)-1H-pyrazolo[3,4-d]pyrimidin-1-yl)ethyl)-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: 23.0%

: 1300583-90-7
2-(1-(4-amino-3-iodo-1H-pyrazolo[3,4-d]pyrimidin-1-yl)ethyl)-3-(3-fluorophenyl)-4H-chromen-4-one

: 107-19-7
propargyl alcohol

: 1300584-61-5
2-(1-(4-amino-3-(3-hydroxyprop-1-ynyl)-1H-pyrazolo[3,4-d]pyrimidin-1-yl)ethyl)-3-(3-fluorophenyl)-4H-chromen-4-one

Guidance literature:: With diisopropylamine; copper(l) iodide; tetrakis(triphenylphosphine) palladium⁽⁰⁾; In tetrahydrofuran; for 4.5h; Reflux;

Reference yield:

: 331-25-9
(3-fluorophenyl)acetic acid

: 1300584-61-5
2-(1-(4-amino-3-(3-hydroxyprop-1-ynyl)-1H-pyrazolo[3,4-d]pyrimidin-1-yl)ethyl)-3-(3-fluorophenyl)-4H-chromen-4-one

Guidance literature:: Multi-step reaction with 6 steps

1.1: oxalyl dichloride / N,N-dimethyl-formamide / dichloromethane / 0.5 h / 0 °C

1.2: 0 °C

2.1: triethylamine / 24 h / Reflux

3.1: ammonium formate / palladium 10% on activated carbon / ethanol / 2 h / Reflux

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

5.1: potassium carbonate / N,N-dimethyl-formamide / 0.17 h / 20 °C

5.2: 12 h

6.1: diisopropylamine / tetrakis(triphenylphosphine) palladium⁽⁰⁾; copper(l) iodide / tetrahydrofuran / 4.5 h / Reflux

With N-Bromosuccinimide; oxalyl dichloride; 2,2'-azobis(isobutyronitrile); ammonium formate; potassium carbonate; triethylamine; diisopropylamine; copper(l) iodide; tetrakis(triphenylphosphine) palladium⁽⁰⁾; palladium 10% on activated carbon; N,N-dimethyl-formamide; In tetrahydrofuran; tetrachloromethane; ethanol; dichloromethane; N,N-dimethyl-formamide; 6.1: Sonogashira Coupling;

Reference yield:

: 104-92-7
1-bromo-4-methoxy-benzene

: 1300584-61-5
2-(1-(4-amino-3-(3-hydroxyprop-1-ynyl)-1H-pyrazolo[3,4-d]pyrimidin-1-yl)ethyl)-3-(3-fluorophenyl)-4H-chromen-4-one

Guidance literature:: Multi-step reaction with 6 steps

1.1: oxalyl dichloride / N,N-dimethyl-formamide / dichloromethane / 0.5 h / 0 °C

1.2: 0 °C

2.1: triethylamine / 24 h / Reflux

3.1: ammonium formate / palladium 10% on activated carbon / ethanol / 2 h / Reflux

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

5.1: potassium carbonate / N,N-dimethyl-formamide / 0.17 h / 20 °C

5.2: 12 h

6.1: diisopropylamine / tetrakis(triphenylphosphine) palladium⁽⁰⁾; copper(l) iodide / tetrahydrofuran / 4.5 h / Reflux

With N-Bromosuccinimide; oxalyl dichloride; 2,2'-azobis(isobutyronitrile); ammonium formate; potassium carbonate; triethylamine; diisopropylamine; copper(l) iodide; tetrakis(triphenylphosphine) palladium⁽⁰⁾; palladium 10% on activated carbon; N,N-dimethyl-formamide; In tetrahydrofuran; tetrachloromethane; ethanol; dichloromethane; N,N-dimethyl-formamide; 6.1: Sonogashira Coupling;