4-(2-(4-(4-chloro-3-nitrobenzylamino)piperidin-1-yl)ethyl)-6-methoxyquinoline-3-carbonitrile

Base Information

• Chemical Name: 4-(2-(4-(4-chloro-3-nitrobenzylamino)piperidin-1-yl)ethyl)-6-methoxyquinoline-3-carbonitrile
• CAS No.: 1598416-96-6
• Molecular Formula: C₂₅H₂₆ClN₅O₃
• Molecular Weight: 479.966
• Mol file: 1598416-96-6.mol

Synonyms:4-(2-(4-(4-chloro-3-nitrobenzylamino)piperidin-1-yl)ethyl)-6-methoxyquinoline-3-carbonitrile

Chemical Property of 4-(2-(4-(4-chloro-3-nitrobenzylamino)piperidin-1-yl)ethyl)-6-methoxyquinoline-3-carbonitrile

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 4-(2-(4-(4-chloro-3-nitrobenzylamino)piperidin-1-yl)ethyl)-6-methoxyquinoline-3-carbonitrile

There total 8 articles about 4-(2-(4-(4-chloro-3-nitrobenzylamino)piperidin-1-yl)ethyl)-6-methoxyquinoline-3-carbonitrile 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:

4-ethenyl-6-(methyloxy)-3-quinolinecarbonitrile (872714-54-0) + (4-chloro-3-nitro-benzyl)-piperidin-4-yl-amine hydrochloride → 4-(2-(4-(4-chloro-3-nitrobenzylamino)piperidin-1-yl)ethyl)-6-methoxyquinoline-3-carbonitrile (1598416-96-6)

Guidance literature:

With N,N,N',N'-tetramethylguanidine; In N,N-dimethyl-formamide; at 20 ℃; for 3h;

Reference yield:

4-methoxy-aniline (104-94-9) → 4-(2-(4-(4-chloro-3-nitrobenzylamino)piperidin-1-yl)ethyl)-6-methoxyquinoline-3-carbonitrile (1598416-96-6)

Guidance literature:

Multi-step reaction with 8 steps

1.1: ethanol / 4 h / 85 °C

2.1: Dowtherm A / 3 h / 250 °C

3.1: phosphorus tribromide / N,N-dimethyl-formamide / 1 h / 20 °C

4.1: sodium hydroxide / tetrahydrofuran / 0 - 20 °C

5.1: oxalyl dichloride; N,N-dimethyl-formamide / dichloromethane / 0 - 20 °C

5.2: 2 h / 0 °C

6.1: triethylamine; trifluoroacetic anhydride / dichloromethane / 0 - 20 °C

7.1: potassium carbonate; tetrakis(triphenylphosphine) palladium⁽⁰⁾ / 1,2-dimethoxyethane; water / 6 h / 80 °C

8.1: N,N,N',N'-tetramethylguanidine / N,N-dimethyl-formamide / 3 h / 20 °C

With tetrakis(triphenylphosphine) palladium⁽⁰⁾; oxalyl dichloride; Dowtherm A; phosphorus tribromide; potassium carbonate; triethylamine; N,N-dimethyl-formamide; trifluoroacetic anhydride; sodium hydroxide; N,N,N',N'-tetramethylguanidine; In tetrahydrofuran; 1,2-dimethoxyethane; ethanol; dichloromethane; water; N,N-dimethyl-formamide;

Reference yield:

diethyl 2-(((4-methoxyphenyl)amino)methylene)malonate (83507-70-4) → 4-(2-(4-(4-chloro-3-nitrobenzylamino)piperidin-1-yl)ethyl)-6-methoxyquinoline-3-carbonitrile (1598416-96-6)

Guidance literature:

Multi-step reaction with 7 steps

1.1: Dowtherm A / 3 h / 250 °C

2.1: phosphorus tribromide / N,N-dimethyl-formamide / 1 h / 20 °C

3.1: sodium hydroxide / tetrahydrofuran / 0 - 20 °C

4.1: oxalyl dichloride; N,N-dimethyl-formamide / dichloromethane / 0 - 20 °C

4.2: 2 h / 0 °C

5.1: triethylamine; trifluoroacetic anhydride / dichloromethane / 0 - 20 °C

6.1: potassium carbonate; tetrakis(triphenylphosphine) palladium⁽⁰⁾ / 1,2-dimethoxyethane; water / 6 h / 80 °C

7.1: N,N,N',N'-tetramethylguanidine / N,N-dimethyl-formamide / 3 h / 20 °C

With tetrakis(triphenylphosphine) palladium⁽⁰⁾; oxalyl dichloride; Dowtherm A; phosphorus tribromide; potassium carbonate; triethylamine; N,N-dimethyl-formamide; trifluoroacetic anhydride; sodium hydroxide; N,N,N',N'-tetramethylguanidine; In tetrahydrofuran; 1,2-dimethoxyethane; dichloromethane; water; N,N-dimethyl-formamide;

upstream raw materials:

4-ethenyl-6-(methyloxy)-3-quinolinecarbonitrile

4-methoxy-aniline

diethyl 2-(((4-methoxyphenyl)amino)methylene)malonate

ethyl 4-hydroxy-6-methoxyquinoline-3-carboxylate