6-(2-fluoro-4-hydroxyphenyl)-3-methyl-1H-pyrazolo[3,4-b]pyridine-4-carboxylic acid (4-phenylpiperidin-4-yl)amide

Base Information

Chemical Name:6-(2-fluoro-4-hydroxyphenyl)-3-methyl-1H-pyrazolo[3,4-b]pyridine-4-carboxylic acid (4-phenylpiperidin-4-yl)amide
CAS No.:1429171-09-4
Molecular Formula:C₂₅H₂₄FN₅O₂
Molecular Weight:445.496
Hs Code.:

Synonyms:6-(2-fluoro-4-hydroxyphenyl)-3-methyl-1H-pyrazolo[3,4-b]pyridine-4-carboxylic acid (4-phenylpiperidin-4-yl)amide

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Chemical Property of 6-(2-fluoro-4-hydroxyphenyl)-3-methyl-1H-pyrazolo[3,4-b]pyridine-4-carboxylic acid (4-phenylpiperidin-4-yl)amide

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Technology Process of 6-(2-fluoro-4-hydroxyphenyl)-3-methyl-1H-pyrazolo[3,4-b]pyridine-4-carboxylic acid (4-phenylpiperidin-4-yl)amide

There total 6 articles about 6-(2-fluoro-4-hydroxyphenyl)-3-methyl-1H-pyrazolo[3,4-b]pyridine-4-carboxylic acid (4-phenylpiperidin-4-yl)amide 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: 95.0%

: 1429171-75-4
6-(4-benzyloxy-2-fluorophenyl)-3-methyl-1-(tetrahydropyran-2-yl)-1H-pyrazolo[3,4-b]pyridine-4-carboxylic acid (1-benzyl-4-phenylpiperidin-4-yl)amide

: 1429171-09-4
6-(2-fluoro-4-hydroxyphenyl)-3-methyl-1H-pyrazolo[3,4-b]pyridine-4-carboxylic acid (4-phenylpiperidin-4-yl)amide

Guidance literature:: 6-(4-benzyloxy-2-fluorophenyl)-3-methyl-1-(tetrahydropyran-2-yl)-1H-pyrazolo[3,4-b]pyridine-4-carboxylic acid (1-benzyl-4-phenylpiperidin-4-yl)amide; With palladium 10% on activated carbon; hydrogen; In methanol; at 20 - 40 ℃; Inert atmosphere;

With hydrogenchloride; water; In methanol; for 72h;

Reference yield:

: 1429171-71-0
6-bromo-3-methyl-1-(tetrahydro-pyran-2-yl)-1H-pyrazolo[3,4-b]pyridine-4-carboxylic acid ethyl ester

: 1429171-09-4
6-(2-fluoro-4-hydroxyphenyl)-3-methyl-1H-pyrazolo[3,4-b]pyridine-4-carboxylic acid (4-phenylpiperidin-4-yl)amide

Guidance literature:: Multi-step reaction with 4 steps

1.1: bis(tri-t-butylphosphine)palladium⁽⁰⁾; potassium carbonate / 1,2-dimethoxyethane; water / 1.5 h / 85 °C / Inert atmosphere

2.1: sodium hydroxide; water / isopropyl alcohol

3.1: 2-bromo-1-ethylpyridin-1-ium tetrafluoroborate; N-ethyl-N,N-diisopropylamine / 1,2-dichloro-ethane / 1.5 h / 20 °C

4.1: palladium 10% on activated carbon; hydrogen / methanol / 20 - 40 °C / Inert atmosphere

4.2: 72 h

With 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 methanol; 1,2-dimethoxyethane; water; 1,2-dichloro-ethane; isopropyl alcohol;

Reference yield:

: 1429171-72-1
6-(4-benzyloxy-2-fluorophenyl)-3-methyl-1-(tetrahydropyran-2-yl)-1H-pyrazolo[3,4-b]pyridine-4-carboxylic acid

: 1429171-09-4
6-(2-fluoro-4-hydroxyphenyl)-3-methyl-1H-pyrazolo[3,4-b]pyridine-4-carboxylic acid (4-phenylpiperidin-4-yl)amide

Guidance literature:: Multi-step reaction with 2 steps

1.1: 2-bromo-1-ethylpyridin-1-ium tetrafluoroborate; N-ethyl-N,N-diisopropylamine / 1,2-dichloro-ethane / 1.5 h / 20 °C

2.1: palladium 10% on activated carbon; hydrogen / methanol / 20 - 40 °C / Inert atmosphere

2.2: 72 h

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