3-[(1R)-1-(2-chloro-3-fluoro-6-methoxyphenyl)ethyl]-5-[1-(piperidin-4-yl)-1H-pyrazol-4-yl]-1H-pyrazolo[3,4-b]pyridine

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Chemical Name:3-[(1R)-1-(2-chloro-3-fluoro-6-methoxyphenyl)ethyl]-5-[1-(piperidin-4-yl)-1H-pyrazol-4-yl]-1H-pyrazolo[3,4-b]pyridine
CAS No.:1349723-27-8
Molecular Formula:C₂₃H₂₄ClFN₆O
Molecular Weight:454.935
Hs Code.:

Synonyms:3-[(1R)-1-(2-chloro-3-fluoro-6-methoxyphenyl)ethyl]-5-[1-(piperidin-4-yl)-1H-pyrazol-4-yl]-1H-pyrazolo[3,4-b]pyridine

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Chemical Property of 3-[(1R)-1-(2-chloro-3-fluoro-6-methoxyphenyl)ethyl]-5-[1-(piperidin-4-yl)-1H-pyrazol-4-yl]-1H-pyrazolo[3,4-b]pyridine

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Technology Process of 3-[(1R)-1-(2-chloro-3-fluoro-6-methoxyphenyl)ethyl]-5-[1-(piperidin-4-yl)-1H-pyrazol-4-yl]-1H-pyrazolo[3,4-b]pyridine

There total 3 articles about 3-[(1R)-1-(2-chloro-3-fluoro-6-methoxyphenyl)ethyl]-5-[1-(piperidin-4-yl)-1H-pyrazol-4-yl]-1H-pyrazolo[3,4-b]pyridine 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:

: 877399-74-1
tert-butyl 4-(4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-pyrazol-1-yl)piperidine-1-carboxylate

: 1349723-23-4
5-bromo-3-[(1R)-1-(2-chloro-3-fluoro-6-methoxyphenyl)ethyl]-1H-pyrazolo[3,4-b]pyridine

: 1349723-27-8
3-[(1R)-1-(2-chloro-3-fluoro-6-methoxyphenyl)ethyl]-5-[1-(piperidin-4-yl)-1H-pyrazol-4-yl]-1H-pyrazolo[3,4-b]pyridine

Guidance literature:: tert-butyl 4-(4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-pyrazol-1-yl)piperidine-1-carboxylate; 5-bromo-3-[(1R)-1-(2-chloro-3-fluoro-6-methoxyphenyl)ethyl]-1H-pyrazolo[3,4-b]pyridine; With potassium carbonate; dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂; In 1,4-dioxane; water; at 100 ℃; for 0.5h; Microwavw irradiation; Inert atmosphere;

With hydrogenchloride; In 1,4-dioxane; water; at 60 ℃; for 0.25h; Microwave irradiation;

With sodium hydrogencarbonate; In 1,4-dioxane; chloroform; water;

Reference yield:

: 109384-19-2
t-butyl 4-hydroxy piperidine-1-carboxylate

: 1349723-27-8
3-[(1R)-1-(2-chloro-3-fluoro-6-methoxyphenyl)ethyl]-5-[1-(piperidin-4-yl)-1H-pyrazol-4-yl]-1H-pyrazolo[3,4-b]pyridine

Guidance literature:: Multi-step reaction with 3 steps

1.1: dmap; triethylamine / dichloromethane / 0 - 20 °C / Inert atmosphere

2.1: caesium carbonate / N,N-dimethyl-formamide / 24 h / 100 °C

3.1: potassium carbonate / dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂ / 1,4-dioxane; water / 0.5 h / 100 °C / Microwavw irradiation; Inert atmosphere

3.2: 0.25 h / 60 °C / Microwave irradiation

With dmap; potassium carbonate; caesium carbonate; triethylamine; dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂; In 1,4-dioxane; dichloromethane; water; N,N-dimethyl-formamide;

Reference yield:

: 141699-59-4
1-(tert-butoxycarbonyl)piperidin-4-yl methanesulfonate

: 1349723-27-8
3-[(1R)-1-(2-chloro-3-fluoro-6-methoxyphenyl)ethyl]-5-[1-(piperidin-4-yl)-1H-pyrazol-4-yl]-1H-pyrazolo[3,4-b]pyridine

Guidance literature:: Multi-step reaction with 2 steps

1.1: caesium carbonate / N,N-dimethyl-formamide / 24 h / 100 °C

2.1: potassium carbonate / dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂ / 1,4-dioxane; water / 0.5 h / 100 °C / Microwavw irradiation; Inert atmosphere

2.2: 0.25 h / 60 °C / Microwave irradiation

With potassium carbonate; caesium carbonate; dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂; In 1,4-dioxane; water; N,N-dimethyl-formamide;