N-(3-((5-chloro-2-((2-methoxy-4-(4-methylpiperazin-1-yl)phenyl)amino)pyrimidin-4-yl)oxy)phenyl)-3-(4-methylpiperazin-1-yl)propanamide

Base Information

• Chemical Name: N-(3-((5-chloro-2-((2-methoxy-4-(4-methylpiperazin-1-yl)phenyl)amino)pyrimidin-4-yl)oxy)phenyl)-3-(4-methylpiperazin-1-yl)propanamide
• CAS No.: 1588522-90-0
• Molecular Formula: C₃₀H₃₉ClN₈O₃
• Molecular Weight: 595.144
• Mol file: 1588522-90-0.mol

Synonyms:N-(3-((5-chloro-2-((2-methoxy-4-(4-methylpiperazin-1-yl)phenyl)amino)pyrimidin-4-yl)oxy)phenyl)-3-(4-methylpiperazin-1-yl)propanamide

Chemical Property of N-(3-((5-chloro-2-((2-methoxy-4-(4-methylpiperazin-1-yl)phenyl)amino)pyrimidin-4-yl)oxy)phenyl)-3-(4-methylpiperazin-1-yl)propanamide

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of N-(3-((5-chloro-2-((2-methoxy-4-(4-methylpiperazin-1-yl)phenyl)amino)pyrimidin-4-yl)oxy)phenyl)-3-(4-methylpiperazin-1-yl)propanamide

There total 8 articles about N-(3-((5-chloro-2-((2-methoxy-4-(4-methylpiperazin-1-yl)phenyl)amino)pyrimidin-4-yl)oxy)phenyl)-3-(4-methylpiperazin-1-yl)propanamide 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: 55.0%

1-methyl-piperazine (109-01-3) + N-(3-(5-chloro-2-(2-methoxy-4-(4-methylpiperazin-1-yl)phenylamino)pyrimidin-4-yloxy)phenyl)acrylamide (1213269-23-8) → N-(3-((5-chloro-2-((2-methoxy-4-(4-methylpiperazin-1-yl)phenyl)amino)pyrimidin-4-yl)oxy)phenyl)-3-(4-methylpiperazin-1-yl)propanamide (1588522-90-0)

Guidance literature:

In tetrahydrofuran; methanol; for 4h; Reflux;

DOI:10.1016/j.ejmech.2014.02.032

Reference yield:

5-fluoro-2-nitrophenol (446-36-6) → N-(3-((5-chloro-2-((2-methoxy-4-(4-methylpiperazin-1-yl)phenyl)amino)pyrimidin-4-yl)oxy)phenyl)-3-(4-methylpiperazin-1-yl)propanamide (1588522-90-0)

Guidance literature:

Multi-step reaction with 7 steps

1: potassium carbonate / acetone / 4 h / Reflux

2: potassium carbonate / dimethyl sulfoxide / 20 °C

3: iron; ammonium chloride / tetrahydrofuran; water / 3 h / Reflux

4: trifluoroacetic acid / iso-butanol / 3 h / Reflux

5: iron; ammonium chloride / tetrahydrofuran; water / 3 h / Reflux

6: triethylamine / dichloromethane / 1 h / 0 °C

7: methanol; tetrahydrofuran / 4 h / Reflux

With iron; potassium carbonate; ammonium chloride; triethylamine; trifluoroacetic acid; In tetrahydrofuran; methanol; dichloromethane; water; dimethyl sulfoxide; acetone; iso-butanol; 7: |Michael Addition;

DOI:10.1016/j.ejmech.2014.02.032

Reference yield:

4-fluoro-2-methoxy-1-nitrobenzene (448-19-1) → N-(3-((5-chloro-2-((2-methoxy-4-(4-methylpiperazin-1-yl)phenyl)amino)pyrimidin-4-yl)oxy)phenyl)-3-(4-methylpiperazin-1-yl)propanamide (1588522-90-0)

Guidance literature:

Multi-step reaction with 6 steps

1: potassium carbonate / dimethyl sulfoxide / 20 °C

2: iron; ammonium chloride / tetrahydrofuran; water / 3 h / Reflux

3: trifluoroacetic acid / iso-butanol / 3 h / Reflux

4: iron; ammonium chloride / tetrahydrofuran; water / 3 h / Reflux

5: triethylamine / dichloromethane / 1 h / 0 °C

6: methanol; tetrahydrofuran / 4 h / Reflux

With iron; potassium carbonate; ammonium chloride; triethylamine; trifluoroacetic acid; In tetrahydrofuran; methanol; dichloromethane; water; dimethyl sulfoxide; iso-butanol; 6: |Michael Addition;

DOI:10.1016/j.ejmech.2014.02.032

upstream raw materials:

1-methyl-piperazine

N-(3-(5-chloro-2-(2-methoxy-4-(4-methylpiperazin-1-yl)phenylamino)pyrimidin-4-yloxy)phenyl)acrylamide

5-fluoro-2-nitrophenol

4-fluoro-2-methoxy-1-nitrobenzene