[6-(2-Fluoro-4-hydroxy-phenyl)-1H-pyrazolo[3,4-b]pyridin-4-yl]-(5-isopropyl-2,2-dimethyl-piperazin-1-yl)-methanone

Base Information

Chemical Name:[6-(2-Fluoro-4-hydroxy-phenyl)-1H-pyrazolo[3,4-b]pyridin-4-yl]-(5-isopropyl-2,2-dimethyl-piperazin-1-yl)-methanone
CAS No.:1431977-26-2
Molecular Formula:C₂₂H₂₆FN₅O₂
Molecular Weight:411.479
Hs Code.:

Synonyms:[6-(2-Fluoro-4-hydroxy-phenyl)-1H-pyrazolo[3,4-b]pyridin-4-yl]-(5-isopropyl-2,2-dimethyl-piperazin-1-yl)-methanone

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Chemical Property of [6-(2-Fluoro-4-hydroxy-phenyl)-1H-pyrazolo[3,4-b]pyridin-4-yl]-(5-isopropyl-2,2-dimethyl-piperazin-1-yl)-methanone

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Technology Process of [6-(2-Fluoro-4-hydroxy-phenyl)-1H-pyrazolo[3,4-b]pyridin-4-yl]-(5-isopropyl-2,2-dimethyl-piperazin-1-yl)-methanone

There total 12 articles about [6-(2-Fluoro-4-hydroxy-phenyl)-1H-pyrazolo[3,4-b]pyridin-4-yl]-(5-isopropyl-2,2-dimethyl-piperazin-1-yl)-methanone 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: 36.0%

: 1431978-06-1
4-[6-(2-fluoro-4-hydroxy-phenyl)-1-(tetrahydro-pyran-2-yl)-1H-pyrazolo[3,4-b]pyridine-4-carbonyl]-2-isopropyl-5,5-dimethyl-piperazine-1-carboxylic acid tert-butyl ester

: 1431977-26-2
[6-(2-Fluoro-4-hydroxy-phenyl)-1H-pyrazolo[3,4-b]pyridin-4-yl]-(5-isopropyl-2,2-dimethyl-piperazin-1-yl)-methanone

Guidance literature:: With hydrogenchloride; In tetrahydrofuran; 1,4-dioxane; at 20 ℃; for 16h;

Reference yield:

: 1431978-02-7
6-chloro-1-(tetrahydro-pyran-2-yl)-1H-pyrazolo[3,4-b]pyridine-4-carboxylic acid ethyl ester

: 1431977-26-2
[6-(2-Fluoro-4-hydroxy-phenyl)-1H-pyrazolo[3,4-b]pyridin-4-yl]-(5-isopropyl-2,2-dimethyl-piperazin-1-yl)-methanone

Guidance literature:: Multi-step reaction with 5 steps

1.1: water; sodium hydroxide / isopropyl alcohol / 2 h / 20 °C

1.2: pH 5

2.1: potassium carbonate; bis(tri-t-butylphosphine)palladium⁽⁰⁾ / water; 1,2-dimethoxyethane / 0.25 h / 80 °C / Inert atmosphere; Microwave irradiation

3.1: N-ethyl-N,N-diisopropylamine; 2-bromo-1-ethylpyridin-1-ium tetrafluoroborate / dichloromethane / 20 °C

4.1: hydrogen; palladium 10% on activated carbon / dichloromethane

5.1: hydrogenchloride / tetrahydrofuran; 1,4-dioxane / 16 h / 20 °C

With hydrogenchloride; bis(tri-t-butylphosphine)palladium⁽⁰⁾; palladium 10% on activated carbon; water; hydrogen; 2-bromo-1-ethylpyridin-1-ium tetrafluoroborate; potassium carbonate; N-ethyl-N,N-diisopropylamine; sodium hydroxide; In tetrahydrofuran; 1,4-dioxane; 1,2-dimethoxyethane; dichloromethane; water; isopropyl alcohol;

Reference yield:

: 1431978-03-8
6-chloro-1-(tetrahydro-pyran-2-yl)-1H-pyrazolo[3,4-b]pyridine-4-carboxylic acid

: 1431977-26-2
[6-(2-Fluoro-4-hydroxy-phenyl)-1H-pyrazolo[3,4-b]pyridin-4-yl]-(5-isopropyl-2,2-dimethyl-piperazin-1-yl)-methanone

Guidance literature:: Multi-step reaction with 4 steps

1: potassium carbonate; bis(tri-t-butylphosphine)palladium⁽⁰⁾ / water; 1,2-dimethoxyethane / 0.25 h / 80 °C / Inert atmosphere; Microwave irradiation

2: N-ethyl-N,N-diisopropylamine; 2-bromo-1-ethylpyridin-1-ium tetrafluoroborate / dichloromethane / 20 °C

3: hydrogen; palladium 10% on activated carbon / dichloromethane

4: hydrogenchloride / tetrahydrofuran; 1,4-dioxane / 16 h / 20 °C

With hydrogenchloride; bis(tri-t-butylphosphine)palladium⁽⁰⁾; palladium 10% on activated carbon; hydrogen; 2-bromo-1-ethylpyridin-1-ium tetrafluoroborate; potassium carbonate; N-ethyl-N,N-diisopropylamine; In tetrahydrofuran; 1,4-dioxane; 1,2-dimethoxyethane; dichloromethane; water;