ethyl 2-(4-((4-(2-chloroacetamido)phenyl)amino)-1H-pyrazolo[3,4-d]pyrimidin-1-yl)acetate

Base Information

• Chemical Name: ethyl 2-(4-((4-(2-chloroacetamido)phenyl)amino)-1H-pyrazolo[3,4-d]pyrimidin-1-yl)acetate
• CAS No.: 1404232-81-0
• Molecular Formula: C₁₇H₁₇ClN₆O₃
• Molecular Weight: 388.813

Synonyms:ethyl 2-(4-((4-(2-chloroacetamido)phenyl)amino)-1H-pyrazolo[3,4-d]pyrimidin-1-yl)acetate

Chemical Property of ethyl 2-(4-((4-(2-chloroacetamido)phenyl)amino)-1H-pyrazolo[3,4-d]pyrimidin-1-yl)acetate

Chemical Property:

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Technology Process of ethyl 2-(4-((4-(2-chloroacetamido)phenyl)amino)-1H-pyrazolo[3,4-d]pyrimidin-1-yl)acetate

There total 4 articles about ethyl 2-(4-((4-(2-chloroacetamido)phenyl)amino)-1H-pyrazolo[3,4-d]pyrimidin-1-yl)acetate 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: 52.0%

ethyl 2-(4-((4-aminophenyl) amino)-1H-pyrazolo[3,4-d]pyrimidin-1-yl)acetate (1404232-82-1) + chloroacetyl chloride (79-04-9) → ethyl 2-(4-((4-(2-chloroacetamido)phenyl)amino)-1H-pyrazolo[3,4-d]pyrimidin-1-yl)acetate (1404232-81-0)

Guidance literature:

ethyl 2-(4-((4-aminophenyl) amino)-1H-pyrazolo[3,4-d]pyrimidin-1-yl)acetate; With triethylamine; In tetrahydrofuran; at 0 ℃; for 0.5h;

chloroacetyl chloride; In tetrahydrofuran; at 0 ℃; for 2h;

DOI:10.1016/j.ejmech.2013.05.019

Reference yield:

4-chloro-1H-pyrazolo[3,4-d]pyrimidine (5399-92-8) → ethyl 2-(4-((4-(2-chloroacetamido)phenyl)amino)-1H-pyrazolo[3,4-d]pyrimidin-1-yl)acetate (1404232-81-0)

Guidance literature:

Multi-step reaction with 3 steps

1.1: triethylamine / N,N-dimethyl-formamide / 0.5 h / 20 °C

1.2: 1 h / 20 °C

2.1: acetonitrile / 3 h / 80 °C

3.1: triethylamine / tetrahydrofuran / 0.5 h / 0 °C

3.2: 2 h / 0 °C

With triethylamine; In tetrahydrofuran; N,N-dimethyl-formamide; acetonitrile;

DOI:10.1016/j.ejmech.2013.05.019

Reference yield:

ethyl 2-(4-chloro-1H-pyrazolo[3,4-d]pyrimidin-1-yl)acetate (1343261-36-8) → ethyl 2-(4-((4-(2-chloroacetamido)phenyl)amino)-1H-pyrazolo[3,4-d]pyrimidin-1-yl)acetate (1404232-81-0)

Guidance literature:

Multi-step reaction with 2 steps

1.1: acetonitrile / 3 h / 80 °C

2.1: triethylamine / tetrahydrofuran / 0.5 h / 0 °C

2.2: 2 h / 0 °C

With triethylamine; In tetrahydrofuran; acetonitrile;

DOI:10.1016/j.ejmech.2013.05.019

upstream raw materials:

ethyl 2-(4-chloro-1H-pyrazolo[3,4-d]pyrimidin-1-yl)acetate

ethyl 2-(4-((4-aminophenyl) amino)-1H-pyrazolo[3,4-d]pyrimidin-1-yl)acetate

chloroacetyl chloride

4-hydroxypyrazolo(3,4-d)pyrimidine

Downstream raw materials:

2-(4-((4-(2-chloroacetamido)phenyl)amino)-1H-pyrazolo[3,4-d]pyrimidin-1-yl)acetic acid

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