2-(3-{3-[1-(4-amino-3-methyl-1H-pyrazolo[3,4-d]pyrimidin-1-yl)ethyl]-5-chloro-6-fluoro-2-methoxyphenyl}azetidin-1-yl)ethanol

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Chemical Name:2-(3-{3-[1-(4-amino-3-methyl-1H-pyrazolo[3,4-d]pyrimidin-1-yl)ethyl]-5-chloro-6-fluoro-2-methoxyphenyl}azetidin-1-yl)ethanol
CAS No.:1426696-04-9
Molecular Formula:C₂₀H₂₄ClFN₆O₂
Molecular Weight:434.901
Hs Code.:

Synonyms:2-(3-{3-[1-(4-amino-3-methyl-1H-pyrazolo[3,4-d]pyrimidin-1-yl)ethyl]-5-chloro-6-fluoro-2-methoxyphenyl}azetidin-1-yl)ethanol

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Chemical Property of 2-(3-{3-[1-(4-amino-3-methyl-1H-pyrazolo[3,4-d]pyrimidin-1-yl)ethyl]-5-chloro-6-fluoro-2-methoxyphenyl}azetidin-1-yl)ethanol

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Technology Process of 2-(3-{3-[1-(4-amino-3-methyl-1H-pyrazolo[3,4-d]pyrimidin-1-yl)ethyl]-5-chloro-6-fluoro-2-methoxyphenyl}azetidin-1-yl)ethanol

There total 9 articles about 2-(3-{3-[1-(4-amino-3-methyl-1H-pyrazolo[3,4-d]pyrimidin-1-yl)ethyl]-5-chloro-6-fluoro-2-methoxyphenyl}azetidin-1-yl)ethanol 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: 13.0%

: 1-[7-(3-azetidin-3-yl-5-chloro-4-fluoro-2-methoxyphenyl)ethyl]-3-methyl-1H-pyrazolo[3,4-d]pyrimidin-4-amine dihydrochloride

: 102191-92-4
tert-butyldimethylsiloxyacetaldehyde

: 1426696-04-9
2-(3-{3-[1-(4-amino-3-methyl-1H-pyrazolo[3,4-d]pyrimidin-1-yl)ethyl]-5-chloro-6-fluoro-2-methoxyphenyl}azetidin-1-yl)ethanol

Guidance literature:: 1-[7-(3-azetidin-3-yl-5-chloro-4-fluoro-2-methoxyphenyl)ethyl]-3-methyl-1H-pyrazolo[3,4-d]pyrimidin-4-amine dihydrochloride; tert-butyldimethylsiloxyacetaldehyde; With methanol; sodium tris(acetoxy)borohydride; triethylamine; In tetrahydrofuran; acetonitrile; at 20 ℃;

With hydrogenchloride; water; In tetrahydrofuran; acetonitrile; at 20 ℃; for 0.166667h;

With ammonium hydroxide; In water; acetonitrile;

Reference yield:

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

: 1426696-04-9
2-(3-{3-[1-(4-amino-3-methyl-1H-pyrazolo[3,4-d]pyrimidin-1-yl)ethyl]-5-chloro-6-fluoro-2-methoxyphenyl}azetidin-1-yl)ethanol

Guidance literature:: Multi-step reaction with 8 steps

1.1: N-iodo-succinimide / acetic acid / 2 h / 70 °C

2.1: potassium carbonate / N,N-dimethyl-formamide / 1 h / 60 °C

3.1: zinc; chloro-trimethyl-silane; ethylene dibromide / N,N-dimethyl-formamide / 1 h / 40 °C

3.2: 70 °C

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

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

6.1: sodium hydride / N,N-dimethyl-formamide / 0.17 h / 0 - 20 °C

6.2: 35 °C

7.1: hydrogenchloride / dichloromethane; 1,4-dioxane / 2 h / 20 °C

8.1: methanol; triethylamine; sodium tris(acetoxy)borohydride / acetonitrile; tetrahydrofuran / 20 °C

8.2: 0.17 h / 20 °C

With hydrogenchloride; methanol; sodium tetrahydroborate; N-iodo-succinimide; chloro-trimethyl-silane; 1,3,5-trichloro-2,4,6-triazine; sodium tris(acetoxy)borohydride; sodium hydride; potassium carbonate; ethylene dibromide; triethylamine; N,N-dimethyl-formamide; zinc; In tetrahydrofuran; 1,4-dioxane; dichloromethane; acetic acid; N,N-dimethyl-formamide; acetonitrile;

Reference yield:

: 348-60-7
4-chloro-3-fluorophenol

: 1426696-04-9
2-(3-{3-[1-(4-amino-3-methyl-1H-pyrazolo[3,4-d]pyrimidin-1-yl)ethyl]-5-chloro-6-fluoro-2-methoxyphenyl}azetidin-1-yl)ethanol

Guidance literature:: Multi-step reaction with 9 steps

1.1: 2 h / 60 °C / Inert atmosphere

1.2: 0.5 h / 180 °C

1.3: Cooling with ice

2.1: N-iodo-succinimide / acetic acid / 2 h / 70 °C

3.1: potassium carbonate / N,N-dimethyl-formamide / 1 h / 60 °C

4.1: zinc; chloro-trimethyl-silane; ethylene dibromide / N,N-dimethyl-formamide / 1 h / 40 °C

4.2: 70 °C

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

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

7.1: sodium hydride / N,N-dimethyl-formamide / 0.17 h / 0 - 20 °C

7.2: 35 °C

8.1: hydrogenchloride / dichloromethane; 1,4-dioxane / 2 h / 20 °C

9.1: methanol; triethylamine; sodium tris(acetoxy)borohydride / acetonitrile; tetrahydrofuran / 20 °C

9.2: 0.17 h / 20 °C

With hydrogenchloride; methanol; sodium tetrahydroborate; N-iodo-succinimide; chloro-trimethyl-silane; 1,3,5-trichloro-2,4,6-triazine; sodium tris(acetoxy)borohydride; sodium hydride; potassium carbonate; ethylene dibromide; triethylamine; N,N-dimethyl-formamide; zinc; In tetrahydrofuran; 1,4-dioxane; dichloromethane; acetic acid; N,N-dimethyl-formamide; acetonitrile;