3-{1-[4-amino-3-(1H-pyrazol-4-yl)-1H-pyrazolo[3,4-d]pyrimidin-1-yl]ethyl}-5-chloro-2-ethoxy-N-ethyl-6-methylbenzamide

Base Information

Chemical Name:3-{1-[4-amino-3-(1H-pyrazol-4-yl)-1H-pyrazolo[3,4-d]pyrimidin-1-yl]ethyl}-5-chloro-2-ethoxy-N-ethyl-6-methylbenzamide
CAS No.:1426696-15-2
Molecular Formula:C₂₂H₂₅ClN₈O₂
Molecular Weight:468.946
Hs Code.:

Synonyms:3-{1-[4-amino-3-(1H-pyrazol-4-yl)-1H-pyrazolo[3,4-d]pyrimidin-1-yl]ethyl}-5-chloro-2-ethoxy-N-ethyl-6-methylbenzamide

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Chemical Property of 3-{1-[4-amino-3-(1H-pyrazol-4-yl)-1H-pyrazolo[3,4-d]pyrimidin-1-yl]ethyl}-5-chloro-2-ethoxy-N-ethyl-6-methylbenzamide

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Technology Process of 3-{1-[4-amino-3-(1H-pyrazol-4-yl)-1H-pyrazolo[3,4-d]pyrimidin-1-yl]ethyl}-5-chloro-2-ethoxy-N-ethyl-6-methylbenzamide

There total 11 articles about 3-{1-[4-amino-3-(1H-pyrazol-4-yl)-1H-pyrazolo[3,4-d]pyrimidin-1-yl]ethyl}-5-chloro-2-ethoxy-N-ethyl-6-methylbenzamide 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: 10.0%

: 269410-08-4
pyrazole-4-boronic acid pinacol ester

: 1426699-66-2
3-[1-(4-amino-3-iodo-1H-pyrazolo[3,4-d]pyrimidin-1-yl)ethyl]-5-chloro-2-ethoxy-N-ethyl-6-methylbenzamide

: 1426696-15-2
3-{1-[4-amino-3-(1H-pyrazol-4-yl)-1H-pyrazolo[3,4-d]pyrimidin-1-yl]ethyl}-5-chloro-2-ethoxy-N-ethyl-6-methylbenzamide

Guidance literature:: With tetrakis(triphenylphosphine) palladium⁽⁰⁾; sodium carbonate; In water; N,N-dimethyl-formamide; at 100 ℃; Inert atmosphere;

Reference yield:

: 1382996-91-9
1-(5-chloro-2-ethoxy-3-iodo-4-methylphenyl)ethan-1-one

: 1426696-15-2
3-{1-[4-amino-3-(1H-pyrazol-4-yl)-1H-pyrazolo[3,4-d]pyrimidin-1-yl]ethyl}-5-chloro-2-ethoxy-N-ethyl-6-methylbenzamide

Guidance literature:: Multi-step reaction with 8 steps

1.1: potassium carbonate; dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂ / 1,4-dioxane; water / 80 °C / Inert atmosphere

2.1: osmium(VIII) oxide; 4-methylmorpholine N-oxide; water / tert-butyl alcohol / 6 h

3.1: sodium periodate; acetic acid / water; tetrahydrofuran / 0.5 h / 0 °C

4.1: (benzotriazo-1-yloxy)tris(dimethylamino)phosphonium hexafluorophosphate / N,N-dimethyl-formamide / 0.17 h

4.2: 2 h / 20 °C

5.1: sodium tetrahydroborate; methanol / 1 h / 20 °C

6.1: 1,3,5-trichloro-2,4,6-triazine; N,N-dimethyl-formamide / dichloromethane / 20 °C

7.1: caesium carbonate; potassium iodide / N,N-dimethyl-formamide / 1 h / 140 °C

8.1: tetrakis(triphenylphosphine) palladium⁽⁰⁾; sodium carbonate / N,N-dimethyl-formamide; water / 100 °C / Inert atmosphere

With methanol; sodium tetrahydroborate; sodium periodate; osmium(VIII) oxide; tetrakis(triphenylphosphine) palladium⁽⁰⁾; 1,3,5-trichloro-2,4,6-triazine; dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂; water; sodium carbonate; potassium carbonate; (benzotriazo-1-yloxy)tris(dimethylamino)phosphonium hexafluorophosphate; caesium carbonate; acetic acid; 4-methylmorpholine N-oxide; N,N-dimethyl-formamide; potassium iodide; In tetrahydrofuran; 1,4-dioxane; dichloromethane; water; N,N-dimethyl-formamide; tert-butyl alcohol;

Reference yield:

: 1426699-59-3
1-(5-chloro-2-ethoxy-4-methyl-3-vinylphenyl)ethanone

: 1426696-15-2
3-{1-[4-amino-3-(1H-pyrazol-4-yl)-1H-pyrazolo[3,4-d]pyrimidin-1-yl]ethyl}-5-chloro-2-ethoxy-N-ethyl-6-methylbenzamide

Guidance literature:: Multi-step reaction with 7 steps

1.1: osmium(VIII) oxide; 4-methylmorpholine N-oxide; water / tert-butyl alcohol / 6 h

2.1: sodium periodate; acetic acid / water; tetrahydrofuran / 0.5 h / 0 °C

3.1: (benzotriazo-1-yloxy)tris(dimethylamino)phosphonium hexafluorophosphate / N,N-dimethyl-formamide / 0.17 h

3.2: 2 h / 20 °C

4.1: sodium tetrahydroborate; methanol / 1 h / 20 °C

5.1: 1,3,5-trichloro-2,4,6-triazine; N,N-dimethyl-formamide / dichloromethane / 20 °C

6.1: caesium carbonate; potassium iodide / N,N-dimethyl-formamide / 1 h / 140 °C

7.1: tetrakis(triphenylphosphine) palladium⁽⁰⁾; sodium carbonate / N,N-dimethyl-formamide; water / 100 °C / Inert atmosphere

With methanol; sodium tetrahydroborate; sodium periodate; osmium(VIII) oxide; tetrakis(triphenylphosphine) palladium⁽⁰⁾; 1,3,5-trichloro-2,4,6-triazine; water; sodium carbonate; (benzotriazo-1-yloxy)tris(dimethylamino)phosphonium hexafluorophosphate; caesium carbonate; acetic acid; 4-methylmorpholine N-oxide; N,N-dimethyl-formamide; potassium iodide; In tetrahydrofuran; dichloromethane; water; N,N-dimethyl-formamide; tert-butyl alcohol;