4-[6-chloro-3-[(E)-2-(3-dimethylaminomethyl-phenyl)-vinyl]-1-(tetrahydro-pyran-2-yl)-1H-pyrazolo[3,4-b]pyridine-4-carbonyl]-piperazine-1-carboxylic acid tert-butyl ester

Base Information

Chemical Name:4-[6-chloro-3-[(E)-2-(3-dimethylaminomethyl-phenyl)-vinyl]-1-(tetrahydro-pyran-2-yl)-1H-pyrazolo[3,4-b]pyridine-4-carbonyl]-piperazine-1-carboxylic acid tert-butyl ester
CAS No.:1426918-27-5
Molecular Formula:C₃₂H₄₁ClN₆O₄
Molecular Weight:609.168
Hs Code.:

4-[6-chloro-3-[(E)-2-(3-dimethylaminomethyl-phenyl)-vinyl]-1-(tetrahydro-pyran-2-yl)-1H-pyrazolo[3,4-b]pyridine-4-carbonyl]-piperazine-1-carboxylic acid tert-butyl ester

Synonyms:4-[6-chloro-3-[(E)-2-(3-dimethylaminomethyl-phenyl)-vinyl]-1-(tetrahydro-pyran-2-yl)-1H-pyrazolo[3,4-b]pyridine-4-carbonyl]-piperazine-1-carboxylic acid tert-butyl ester

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Chemical Property of 4-[6-chloro-3-[(E)-2-(3-dimethylaminomethyl-phenyl)-vinyl]-1-(tetrahydro-pyran-2-yl)-1H-pyrazolo[3,4-b]pyridine-4-carbonyl]-piperazine-1-carboxylic acid tert-butyl ester

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Technology Process of 4-[6-chloro-3-[(E)-2-(3-dimethylaminomethyl-phenyl)-vinyl]-1-(tetrahydro-pyran-2-yl)-1H-pyrazolo[3,4-b]pyridine-4-carbonyl]-piperazine-1-carboxylic acid tert-butyl ester

There total 8 articles about 4-[6-chloro-3-[(E)-2-(3-dimethylaminomethyl-phenyl)-vinyl]-1-(tetrahydro-pyran-2-yl)-1H-pyrazolo[3,4-b]pyridine-4-carbonyl]-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: 29.0%

: 1426918-26-4
4-[6-chloro-1-(tetrahydro-pyran-2-yl)-3-vinyl-1H-pyrazolo[3,4-b]pyridine-4-carbonyl]-piperazine-1-carboxylic acid tert-butyl ester

: 141189-59-5
(3-iodo-benzyl)-dimethyl-amine

: 1426918-27-5
4-[6-chloro-3-[(E)-2-(3-dimethylaminomethyl-phenyl)-vinyl]-1-(tetrahydro-pyran-2-yl)-1H-pyrazolo[3,4-b]pyridine-4-carbonyl]-piperazine-1-carboxylic acid tert-butyl ester

Guidance literature:: With tetrabutylammomium bromide; palladium diacetate; sodium hydrogencarbonate; In N,N-dimethyl-formamide; at 100 ℃; Inert atmosphere;

Reference yield:

: 1426918-17-3
6-chloro-3-iodo-1H-pyrazolo[3,4-b]pyridine-4-carboxylic acid ethyl ester

: 1426918-27-5
4-[6-chloro-3-[(E)-2-(3-dimethylaminomethyl-phenyl)-vinyl]-1-(tetrahydro-pyran-2-yl)-1H-pyrazolo[3,4-b]pyridine-4-carbonyl]-piperazine-1-carboxylic acid tert-butyl ester

Guidance literature:: Multi-step reaction with 5 steps

1: toluene-4-sulfonic acid / chloroform / 0 - 20 °C

2: sodium hydroxide; water / 1,4-dioxane / 7 h / 20 °C

3: benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride / tetrahydrofuran; N,N-dimethyl acetamide / 20 h / 20 °C

4: bis-triphenylphosphine-palladium(II) chloride / tetrahydrofuran / 80 °C / Inert atmosphere

5: sodium hydrogencarbonate; tetrabutylammomium bromide; palladium diacetate / N,N-dimethyl-formamide / 100 °C / Inert atmosphere

With bis-triphenylphosphine-palladium(II) chloride; tetrabutylammomium bromide; water; palladium diacetate; sodium hydrogencarbonate; benzotriazol-1-ol; toluene-4-sulfonic acid; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; sodium hydroxide; In tetrahydrofuran; 1,4-dioxane; chloroform; N,N-dimethyl acetamide; N,N-dimethyl-formamide; 5: |Heck Reaction;

Reference yield:

: 1426918-16-2
6-chloro-1H-pyrazolo[3,4-b]pyridine-4-carboxylic acid ethyl ester

: 1426918-27-5
4-[6-chloro-3-[(E)-2-(3-dimethylaminomethyl-phenyl)-vinyl]-1-(tetrahydro-pyran-2-yl)-1H-pyrazolo[3,4-b]pyridine-4-carbonyl]-piperazine-1-carboxylic acid tert-butyl ester

Guidance literature:: Multi-step reaction with 6 steps

1: sodium hydrogencarbonate; iodine / 1,4-dioxane / 72 h / 20 °C

2: toluene-4-sulfonic acid / chloroform / 0 - 20 °C

3: sodium hydroxide; water / 1,4-dioxane / 7 h / 20 °C

4: benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride / tetrahydrofuran; N,N-dimethyl acetamide / 20 h / 20 °C

5: bis-triphenylphosphine-palladium(II) chloride / tetrahydrofuran / 80 °C / Inert atmosphere

6: sodium hydrogencarbonate; tetrabutylammomium bromide; palladium diacetate / N,N-dimethyl-formamide / 100 °C / Inert atmosphere

With bis-triphenylphosphine-palladium(II) chloride; tetrabutylammomium bromide; water; iodine; palladium diacetate; sodium hydrogencarbonate; benzotriazol-1-ol; toluene-4-sulfonic acid; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; sodium hydroxide; In tetrahydrofuran; 1,4-dioxane; chloroform; N,N-dimethyl acetamide; N,N-dimethyl-formamide; 6: |Heck Reaction;