5-chloro-N-[(4,6-dimethyl-2-oxo-1,2-dihydropyridin-3-yl)methyl]-2-ethyl-3-[methyl(oxan-4-yl)amino]benzamide

Base Information

• Chemical Name: 5-chloro-N-[(4,6-dimethyl-2-oxo-1,2-dihydropyridin-3-yl)methyl]-2-ethyl-3-[methyl(oxan-4-yl)amino]benzamide
• CAS No.: 1403591-18-3
• Molecular Formula: C₂₃H₃₀ClN₃O₃
• Molecular Weight: 431.963
• Mol file: 1403591-18-3.mol

Synonyms:5-chloro-N-[(4,6-dimethyl-2-oxo-1,2-dihydropyridin-3-yl)methyl]-2-ethyl-3-[methyl(oxan-4-yl)amino]benzamide

Chemical Property of 5-chloro-N-[(4,6-dimethyl-2-oxo-1,2-dihydropyridin-3-yl)methyl]-2-ethyl-3-[methyl(oxan-4-yl)amino]benzamide

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 5-chloro-N-[(4,6-dimethyl-2-oxo-1,2-dihydropyridin-3-yl)methyl]-2-ethyl-3-[methyl(oxan-4-yl)amino]benzamide

There total 8 articles about 5-chloro-N-[(4,6-dimethyl-2-oxo-1,2-dihydropyridin-3-yl)methyl]-2-ethyl-3-[methyl(oxan-4-yl)amino]benzamide 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:

3-(aminomethyl)-4,6-dimethyl-1,2-dihydropyridin-2-one (771579-27-2) + 5-chloro-2-ethyl-3-[methyl(oxan-4-yl)amino]benzoic acid (1403596-44-0) → 5-chloro-N-[(4,6-dimethyl-2-oxo-1,2-dihydropyridin-3-yl)methyl]-2-ethyl-3-[methyl(oxan-4-yl)amino]benzamide (1403591-18-3)

Guidance literature:

With O-(1H-benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium hexafluorophosphate; N-ethyl-N,N-diisopropylamine; In N,N-dimethyl-formamide; at 20 ℃; for 3h; Inert atmosphere;

Reference yield:

methyl-2-bromo-5-chlorobenzoate (27007-53-0) → 5-chloro-N-[(4,6-dimethyl-2-oxo-1,2-dihydropyridin-3-yl)methyl]-2-ethyl-3-[methyl(oxan-4-yl)amino]benzamide (1403591-18-3)

Guidance literature:

Multi-step reaction with 9 steps

1.1: triethylamine; triphenylphosphine; copper(l) iodide / Inert atmosphere

1.2: 20 h / 50 °C

2.1: potassium carbonate / methanol / 2 h / 20 °C / Inert atmosphere

3.1: hydrogen / palladium 10% on activated carbon / ethyl acetate / 3 h / 20 °C

4.1: nitric acid; sulfuric acid / 1.25 h / -5 °C

5.1: ammonium chloride / water; methanol / 70 °C

5.2: 3.5 h / 70 °C

6.1: acetic acid / 1,2-dichloro-ethane / 0.08 h / 20 °C / Inert atmosphere

6.2: 20 h / 20 °C

7.1: 1,2-dichloro-ethane / 20 °C / Inert atmosphere

7.2: 26 h

8.1: sodium hydroxide / tetrahydrofuran; methanol / 48 h / 50 °C

8.2: pH 2 - 3

9.1: N-ethyl-N,N-diisopropylamine; O-(1H-benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium hexafluorophosphate / N,N-dimethyl-formamide / 3 h / 20 °C / Inert atmosphere

With copper(l) iodide; sulfuric acid; hydrogen; nitric acid; potassium carbonate; ammonium chloride; O-(1H-benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium hexafluorophosphate; acetic acid; triethylamine; N-ethyl-N,N-diisopropylamine; triphenylphosphine; sodium hydroxide; palladium 10% on activated carbon; In tetrahydrofuran; methanol; water; ethyl acetate; 1,2-dichloro-ethane; N,N-dimethyl-formamide;

Reference yield:

methyl 5-chloro-2-ethynylbenzoate (942273-26-9) → 5-chloro-N-[(4,6-dimethyl-2-oxo-1,2-dihydropyridin-3-yl)methyl]-2-ethyl-3-[methyl(oxan-4-yl)amino]benzamide (1403591-18-3)

Guidance literature:

Multi-step reaction with 7 steps

1.1: hydrogen / palladium 10% on activated carbon / ethyl acetate / 3 h / 20 °C

2.1: nitric acid; sulfuric acid / 1.25 h / -5 °C

3.1: ammonium chloride / water; methanol / 70 °C

3.2: 3.5 h / 70 °C

4.1: acetic acid / 1,2-dichloro-ethane / 0.08 h / 20 °C / Inert atmosphere

4.2: 20 h / 20 °C

5.1: 1,2-dichloro-ethane / 20 °C / Inert atmosphere

5.2: 26 h

6.1: sodium hydroxide / tetrahydrofuran; methanol / 48 h / 50 °C

6.2: pH 2 - 3

7.1: N-ethyl-N,N-diisopropylamine; O-(1H-benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium hexafluorophosphate / N,N-dimethyl-formamide / 3 h / 20 °C / Inert atmosphere

With sulfuric acid; hydrogen; nitric acid; ammonium chloride; O-(1H-benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium hexafluorophosphate; acetic acid; N-ethyl-N,N-diisopropylamine; sodium hydroxide; palladium 10% on activated carbon; In tetrahydrofuran; methanol; water; ethyl acetate; 1,2-dichloro-ethane; N,N-dimethyl-formamide;

upstream raw materials:

methyl-2-bromo-5-chlorobenzoate

3-(aminomethyl)-4,6-dimethyl-1,2-dihydropyridin-2-one

5-chloro-2-ethyl-3-[methyl(oxan-4-yl)amino]benzoic acid

methyl 5-chloro-2-((trimethylsilyl)ethynyl)benzoate