tert-butyl 3-{3-[1-(4-amino-3-vinyl-1H-pyrazolo[3,4-d]pyrimidin-1-yl)ethyl]-5-chloro-6-fluoro-2-methoxyphenyl}azetidine-1-carboxylate

Base Information

Chemical Name:tert-butyl 3-{3-[1-(4-amino-3-vinyl-1H-pyrazolo[3,4-d]pyrimidin-1-yl)ethyl]-5-chloro-6-fluoro-2-methoxyphenyl}azetidine-1-carboxylate
CAS No.:1426699-50-4
Molecular Formula:C₂₄H₂₈ClFN₆O₃
Molecular Weight:502.976
Hs Code.:

Synonyms:tert-butyl 3-{3-[1-(4-amino-3-vinyl-1H-pyrazolo[3,4-d]pyrimidin-1-yl)ethyl]-5-chloro-6-fluoro-2-methoxyphenyl}azetidine-1-carboxylate

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Chemical Property of tert-butyl 3-{3-[1-(4-amino-3-vinyl-1H-pyrazolo[3,4-d]pyrimidin-1-yl)ethyl]-5-chloro-6-fluoro-2-methoxyphenyl}azetidine-1-carboxylate

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Technology Process of tert-butyl 3-{3-[1-(4-amino-3-vinyl-1H-pyrazolo[3,4-d]pyrimidin-1-yl)ethyl]-5-chloro-6-fluoro-2-methoxyphenyl}azetidine-1-carboxylate

There total 8 articles about tert-butyl 3-{3-[1-(4-amino-3-vinyl-1H-pyrazolo[3,4-d]pyrimidin-1-yl)ethyl]-5-chloro-6-fluoro-2-methoxyphenyl}azetidine-1-carboxylate 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: 74.0%

: 1443021-76-8
tert-butyl 3-{3-[1-(4-amino-3-iodo-1H-pyrazolo[3,4-d]pyrimidin-1-yl)ethyl]-5-chloro-6-fluoro-2-methoxyphenyl}azetidine-1-carboxylate

: 75927-49-0
pinacol vinylboronate

: 1426699-50-4
tert-butyl 3-{3-[1-(4-amino-3-vinyl-1H-pyrazolo[3,4-d]pyrimidin-1-yl)ethyl]-5-chloro-6-fluoro-2-methoxyphenyl}azetidine-1-carboxylate

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

Reference yield:

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

: 1426699-50-4
tert-butyl 3-{3-[1-(4-amino-3-vinyl-1H-pyrazolo[3,4-d]pyrimidin-1-yl)ethyl]-5-chloro-6-fluoro-2-methoxyphenyl}azetidine-1-carboxylate

Guidance literature:: Multi-step reaction with 7 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: caesium carbonate; potassium iodide / N,N-dimethyl-formamide / 3 h / 140 °C

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

With methanol; sodium tetrahydroborate; N-iodo-succinimide; tetrakis(triphenylphosphine) palladium⁽⁰⁾; chloro-trimethyl-silane; 1,3,5-trichloro-2,4,6-triazine; sodium carbonate; potassium carbonate; caesium carbonate; ethylene dibromide; N,N-dimethyl-formamide; potassium iodide; zinc; In dichloromethane; water; acetic acid; N,N-dimethyl-formamide;

Reference yield:

: 1382996-82-8
1-(5-chloro-4-fluoro-2-hydroxy-3-iodophenyl)ethan-1-one

: 1426699-50-4
tert-butyl 3-{3-[1-(4-amino-3-vinyl-1H-pyrazolo[3,4-d]pyrimidin-1-yl)ethyl]-5-chloro-6-fluoro-2-methoxyphenyl}azetidine-1-carboxylate

Guidance literature:: Multi-step reaction with 6 steps

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

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

2.2: 70 °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: caesium carbonate; potassium iodide / N,N-dimethyl-formamide / 3 h / 140 °C

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

With methanol; sodium tetrahydroborate; tetrakis(triphenylphosphine) palladium⁽⁰⁾; chloro-trimethyl-silane; 1,3,5-trichloro-2,4,6-triazine; sodium carbonate; potassium carbonate; caesium carbonate; ethylene dibromide; N,N-dimethyl-formamide; potassium iodide; zinc; In dichloromethane; water; N,N-dimethyl-formamide;