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

Base Information

• Chemical Name: 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
• CAS No.: 1431978-06-1
• Molecular Formula: C₃₂H₄₂FN₅O₅
• Molecular Weight: 595.714
• Mol file: 1431978-06-1.mol

Synonyms: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

Chemical Property of 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

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 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

There total 12 articles about 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 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: 77.0%

4-[6-(4-benzyloxy-2-fluoro-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 (1431978-05-0) → 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 (1431978-06-1)

Guidance literature:

With palladium 10% on activated carbon; hydrogen; In dichloromethane; for 16h; under 760.051 Torr;

Reference yield:

3-methyl-butane-1,2-diamine-dihydrochloride → 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 (1431978-06-1)

Guidance literature:

Multi-step reaction with 7 steps

1.1: sodium methylate / methanol / 0.5 h / 20 °C

1.2: 17 h / 90 °C / Reflux

2.1: N-ethyl-N,N-diisopropylamine / N,N-dimethyl-formamide / 20 °C

3.1: lithium aluminium tetrahydride / tetrahydrofuran / Inert atmosphere

3.2: 1 h / 55 - 60 °C

4.1: dichloromethane / 16 h / 20 °C

5.1: palladium 10% on activated carbon; hydrogen / methanol / 20 h / 20 - 40 °C / 760.05 Torr

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

7.1: palladium 10% on activated carbon; hydrogen / dichloromethane / 16 h / 760.05 Torr

With lithium aluminium tetrahydride; palladium 10% on activated carbon; hydrogen; sodium methylate; 2-bromo-1-ethylpyridin-1-ium tetrafluoroborate; N-ethyl-N,N-diisopropylamine; In tetrahydrofuran; methanol; dichloromethane; N,N-dimethyl-formamide;

Reference yield:

1-benzyl-5-isopropyl-2,2-dimethyl-piperazine (1431978-13-0) → 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 (1431978-06-1)

Guidance literature:

Multi-step reaction with 4 steps

1: dichloromethane / 16 h / 20 °C

2: palladium 10% on activated carbon; hydrogen / methanol / 20 h / 20 - 40 °C / 760.05 Torr

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

4: palladium 10% on activated carbon; hydrogen / dichloromethane / 16 h / 760.05 Torr

With palladium 10% on activated carbon; hydrogen; 2-bromo-1-ethylpyridin-1-ium tetrafluoroborate; N-ethyl-N,N-diisopropylamine; In methanol; dichloromethane;

upstream raw materials:

6-isopropyl-3,3-dimethyl-piperazin-2-one

4-benzyl-6-isopropyl-3,3-dimethyl-piperazin-2-one

1-benzyl-5-isopropyl-2,2-dimethyl-piperazine

4-benzyl-2-isopropyl-5,5-dimethyl-piperazine-1-carboxylic acid tert-butyl ester

Downstream raw materials:

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