4-[1-(4-amino-3-methyl-1H-pyrazolo[3,4-d]pyrimidin-1-yl)ethyl]-6-chloro-3-ethoxy-2-[5-(methylsulfonyl)pyridin-3-yl]benzonitrile

Base Information

Chemical Name:4-[1-(4-amino-3-methyl-1H-pyrazolo[3,4-d]pyrimidin-1-yl)ethyl]-6-chloro-3-ethoxy-2-[5-(methylsulfonyl)pyridin-3-yl]benzonitrile
CAS No.:1426695-63-7
Molecular Formula:C₂₃H₂₂ClN₇O₃S
Molecular Weight:511.992
Hs Code.:

Synonyms:4-[1-(4-amino-3-methyl-1H-pyrazolo[3,4-d]pyrimidin-1-yl)ethyl]-6-chloro-3-ethoxy-2-[5-(methylsulfonyl)pyridin-3-yl]benzonitrile

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Chemical Property of 4-[1-(4-amino-3-methyl-1H-pyrazolo[3,4-d]pyrimidin-1-yl)ethyl]-6-chloro-3-ethoxy-2-[5-(methylsulfonyl)pyridin-3-yl]benzonitrile

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Technology Process of 4-[1-(4-amino-3-methyl-1H-pyrazolo[3,4-d]pyrimidin-1-yl)ethyl]-6-chloro-3-ethoxy-2-[5-(methylsulfonyl)pyridin-3-yl]benzonitrile

There total 7 articles about 4-[1-(4-amino-3-methyl-1H-pyrazolo[3,4-d]pyrimidin-1-yl)ethyl]-6-chloro-3-ethoxy-2-[5-(methylsulfonyl)pyridin-3-yl]benzonitrile 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: 20.0%

: 1206641-26-0
3-(methylsulfonyl)-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyridine

: 1426699-47-9
4-[1-(4-amino-3-methyl-1H-pyrazolo[3,4-d]pyrimidin-1-yl)ethyl]-2-bromo-6-chloro-3-ethoxybenzonitrile

: 1426695-63-7
4-[1-(4-amino-3-methyl-1H-pyrazolo[3,4-d]pyrimidin-1-yl)ethyl]-6-chloro-3-ethoxy-2-[5-(methylsulfonyl)pyridin-3-yl]benzonitrile

Guidance literature:: With dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂; sodium carbonate; In water; acetonitrile; at 100 ℃; for 2h; Inert atmosphere;

Reference yield:

: 865451-01-0
1-(5-chloro-4-fluoro-2-hydroxyphenyl)ethan-1-one

: 1426695-63-7
4-[1-(4-amino-3-methyl-1H-pyrazolo[3,4-d]pyrimidin-1-yl)ethyl]-6-chloro-3-ethoxy-2-[5-(methylsulfonyl)pyridin-3-yl]benzonitrile

Guidance literature:: Multi-step reaction with 6 steps

1.1: sulfuric acid; N-Bromosuccinimide / water / 3 h / 60 °C

2.1: N,N-dimethyl-formamide / 18 h / 85 °C

2.2: 3 h / 65 °C

3.1: sodium tetrahydroborate; methanol / 1 h / 0 - 20 °C

4.1: 1,3,5-trichloro-2,4,6-triazine; N,N-dimethyl-formamide / dichloromethane / 20 °C

5.1: sodium hydride / N,N-dimethyl-formamide / 0.17 h

5.2: 50 °C

6.1: dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂; sodium carbonate / acetonitrile; water / 2 h / 100 °C / Inert atmosphere

With methanol; sodium tetrahydroborate; N-Bromosuccinimide; 1,3,5-trichloro-2,4,6-triazine; dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂; sulfuric acid; sodium hydride; sodium carbonate; N,N-dimethyl-formamide; In dichloromethane; water; N,N-dimethyl-formamide; acetonitrile;

Reference yield:

: 1426699-45-7
2-bromo-6-chloro-3-ethoxy-4-(1-hydroxyethyl)benzonitrile

: 1426695-63-7
4-[1-(4-amino-3-methyl-1H-pyrazolo[3,4-d]pyrimidin-1-yl)ethyl]-6-chloro-3-ethoxy-2-[5-(methylsulfonyl)pyridin-3-yl]benzonitrile

Guidance literature:: Multi-step reaction with 3 steps

1.1: 1,3,5-trichloro-2,4,6-triazine; N,N-dimethyl-formamide / dichloromethane / 20 °C

2.1: sodium hydride / N,N-dimethyl-formamide / 0.17 h

2.2: 50 °C

3.1: dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂; sodium carbonate / acetonitrile; water / 2 h / 100 °C / Inert atmosphere

With 1,3,5-trichloro-2,4,6-triazine; dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂; sodium hydride; sodium carbonate; N,N-dimethyl-formamide; In dichloromethane; water; N,N-dimethyl-formamide; acetonitrile;