2-(1-(4-amino-3-(3-ethyl-1H-indazol-6-yl)-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-ethyl-1H-indazol-6-yl)-1H-pyrazolo[3,4-d]pyrimidin-1-yl)ethyl)-3-(3-fluorophenyl)-4H-chromen-4-one
CAS No.:1300585-17-4
Molecular Formula:C₃₁H₂₄FN₇O₂
Molecular Weight:545.576
Hs Code.:

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

There total 12 articles about 2-(1-(4-amino-3-(3-ethyl-1H-indazol-6-yl)-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: 15.0%

: 1300582-50-6
tert-butyl 3-ethyl-6-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-indazole-1-carboxylate

: 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

: 1300585-17-4
2-(1-(4-amino-3-(3-ethyl-1H-indazol-6-yl)-1H-pyrazolo[3,4-d]pyrimidin-1-yl)ethyl)-3-(3-fluorophenyl)-4H-chromen-4-one

Guidance literature:: With water; sodium carbonate; tetrakis(triphenylphosphine) palladium⁽⁰⁾; In ethanol; N,N-dimethyl-formamide; at 80 ℃; for 12.5h; Inert atmosphere;

Reference yield:

: 57848-46-1
4-bromo-2-fluorobenzaldehyde

: 1300585-17-4
2-(1-(4-amino-3-(3-ethyl-1H-indazol-6-yl)-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: diethyl ether / 12 h / 20 °C / Cooling with ice

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

3: hydrazine hydrate / dimethyl sulfoxide / 22 h / 130 °C

4: triethylamine / dmap / acetonitrile / 12 h

5: potassium acetate / dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂ / dichloromethane; 1,4-dioxane / 12.5 h / 80 °C / Inert atmosphere

6: water; sodium carbonate / tetrakis(triphenylphosphine) palladium⁽⁰⁾ / N,N-dimethyl-formamide; ethanol / 12.5 h / 80 °C / Inert atmosphere

With dipyridinium dichromate; water; potassium acetate; sodium carbonate; hydrazine hydrate; triethylamine; dmap; tetrakis(triphenylphosphine) palladium⁽⁰⁾; dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂; In 1,4-dioxane; diethyl ether; ethanol; dichloromethane; dimethyl sulfoxide; N,N-dimethyl-formamide; acetonitrile; 6: Suzuki Coupling;

Reference yield:

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

: 1300585-17-4
2-(1-(4-amino-3-(3-ethyl-1H-indazol-6-yl)-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: water; sodium carbonate / tetrakis(triphenylphosphine) palladium⁽⁰⁾ / N,N-dimethyl-formamide; ethanol / 12.5 h / 80 °C / Inert atmosphere

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