tert-butyl 3-{3-[1-(4-amino-3-methyl-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-methyl-1H-pyrazolo[3,4-d]pyrimidin-1-yl)ethyl]-5-chloro-6-fluoro-2-methoxyphenyl}azetidine-1-carboxylate
CAS No.:1426699-14-0
Molecular Formula:C₂₃H₂₈ClFN₆O₃
Molecular Weight:490.965
Hs Code.:

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

There total 7 articles about tert-butyl 3-{3-[1-(4-amino-3-methyl-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:

: 1382996-86-2
tert-butyl 3-[3-chloro-5-(1-chloroethyl)-2-fluoro-6-methoxyphenyl]azetidine-1-carboxylate

: 5399-44-0
3-methyl-4-amino-1H-pyrazolo[3,4-d]pyrimidine

: 1426699-14-0
tert-butyl 3-{3-[1-(4-amino-3-methyl-1H-pyrazolo[3,4-d]pyrimidin-1-yl)ethyl]-5-chloro-6-fluoro-2-methoxyphenyl}azetidine-1-carboxylate

Guidance literature:: 3-methyl-4-amino-1H-pyrazolo[3,4-d]pyrimidine; With sodium hydride; In N,N-dimethyl-formamide; at 0 - 20 ℃; for 0.166667h;

tert-butyl 3-[3-chloro-5-(1-chloroethyl)-2-fluoro-6-methoxyphenyl]azetidine-1-carboxylate; In N,N-dimethyl-formamide; at 35 ℃;

Reference yield:

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

: 1426699-14-0
tert-butyl 3-{3-[1-(4-amino-3-methyl-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: 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

With methanol; sodium tetrahydroborate; N-iodo-succinimide; chloro-trimethyl-silane; 1,3,5-trichloro-2,4,6-triazine; sodium hydride; potassium carbonate; ethylene dibromide; N,N-dimethyl-formamide; zinc; In dichloromethane; acetic acid; N,N-dimethyl-formamide;

Reference yield:

: 1382996-84-0
tert-butyl 3-(3-acetyl-5-chloro-6-fluoro-2-methoxyphenyl)azetidine-1-carboxylate

: 1426699-14-0
tert-butyl 3-{3-[1-(4-amino-3-methyl-1H-pyrazolo[3,4-d]pyrimidin-1-yl)ethyl]-5-chloro-6-fluoro-2-methoxyphenyl}azetidine-1-carboxylate

Guidance literature:: Multi-step reaction with 3 steps

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

2.1: 1,3,5-trichloro-2,4,6-triazine; N,N-dimethyl-formamide / dichloromethane / 20 °C

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

3.2: 35 °C

With methanol; sodium tetrahydroborate; 1,3,5-trichloro-2,4,6-triazine; sodium hydride; N,N-dimethyl-formamide; In dichloromethane; N,N-dimethyl-formamide;