N-((4,6-dimethyl-2-oxo-1,2-dihydropyridin-3-yl)methyl)-4-ethyl-5-(ethyl(tetrahydro-2H-pyran-4-yl)amino)-4'-(morpholinomethyl)-[1,1'-biphenyl]-3-carboxamide

Base Information

• Chemical Name: N-((4,6-dimethyl-2-oxo-1,2-dihydropyridin-3-yl)methyl)-4-ethyl-5-(ethyl(tetrahydro-2H-pyran-4-yl)amino)-4'-(morpholinomethyl)-[1,1'-biphenyl]-3-carboxamide
• CAS No.: 1403256-11-0
• Molecular Formula: C₃₅H₄₆N₄O₄
• Molecular Weight: 586.775
• Mol file: 1403256-11-0.mol

Synonyms:N-((4,6-dimethyl-2-oxo-1,2-dihydropyridin-3-yl)methyl)-4-ethyl-5-(ethyl(tetrahydro-2H-pyran-4-yl)amino)-4'-(morpholinomethyl)-[1,1'-biphenyl]-3-carboxamide

Chemical Property of N-((4,6-dimethyl-2-oxo-1,2-dihydropyridin-3-yl)methyl)-4-ethyl-5-(ethyl(tetrahydro-2H-pyran-4-yl)amino)-4'-(morpholinomethyl)-[1,1'-biphenyl]-3-carboxamide

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of N-((4,6-dimethyl-2-oxo-1,2-dihydropyridin-3-yl)methyl)-4-ethyl-5-(ethyl(tetrahydro-2H-pyran-4-yl)amino)-4'-(morpholinomethyl)-[1,1'-biphenyl]-3-carboxamide

There total 11 articles about N-((4,6-dimethyl-2-oxo-1,2-dihydropyridin-3-yl)methyl)-4-ethyl-5-(ethyl(tetrahydro-2H-pyran-4-yl)amino)-4'-(morpholinomethyl)-[1,1'-biphenyl]-3-carboxamide 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: 21.0%

5-chloro-N-[(4,6-dimethyl-2-oxo-1,2-dihydropyridin-3-yl)methyl]-2-ethyl-3-[ethyl(oxan-4-yl)amino]benzamide (1403258-55-8) + 4-[4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzyl]morpholine (364794-79-6) → N-((4,6-dimethyl-2-oxo-1,2-dihydropyridin-3-yl)methyl)-4-ethyl-5-(ethyl(tetrahydro-2H-pyran-4-yl)amino)-4'-(morpholinomethyl)-[1,1'-biphenyl]-3-carboxamide (1403256-11-0)

Guidance literature:

With cesium fluoride; DavePhos; palladium diacetate; In methanol; diethylene glycol dimethyl ether; at 70 ℃; for 22h; Inert atmosphere;

Reference yield:

methyl-2-bromo-5-chlorobenzoate (27007-53-0) → N-((4,6-dimethyl-2-oxo-1,2-dihydropyridin-3-yl)methyl)-4-ethyl-5-(ethyl(tetrahydro-2H-pyran-4-yl)amino)-4'-(morpholinomethyl)-[1,1'-biphenyl]-3-carboxamide (1403256-11-0)

Guidance literature:

Multi-step reaction with 10 steps

1.1: triethylamine; triphenylphosphine; copper(l) iodide / palladium diacetate / 20 h / 20 - 50 °C / Inert atmosphere

2.1: potassium carbonate / methanol / 1 h / 20 °C

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

4.1: nitric acid; sulfuric acid / methanol / 1.25 h / -5 - 0 °C / Cooling with ethanol-ice

4.2: 6 h / 0 °C / Inert atmosphere; Reflux

5.1: ammonium chloride; iron / water; methanol / 2.5 h / 20 - 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: acetic acid / 1,1-dichloroethane / 0.08 h / 20 °C / Inert atmosphere

7.2: 26 h / 20 °C

8.1: sodium hydroxide; water / tetrahydrofuran / 27 h / 50 °C

8.2: 21 h / 50 °C

8.3: pH 2 - 3

9.1: N-ethyl-N,N-diisopropylamine; HATU / N,N-dimethyl-formamide / 3 h / 20 °C

10.1: DavePhos; cesium fluoride / palladium diacetate / diethylene glycol dimethyl ether; methanol / 22 h / 70 °C / Inert atmosphere

With copper(l) iodide; cesium fluoride; sulfuric acid; water; hydrogen; nitric acid; iron; potassium carbonate; ammonium chloride; acetic acid; triethylamine; N-ethyl-N,N-diisopropylamine; triphenylphosphine; HATU; sodium hydroxide; DavePhos; palladium 10% on activated carbon; palladium diacetate; In tetrahydrofuran; methanol; 1,1-dichloroethane; diethylene glycol dimethyl ether; water; ethyl acetate; 1,2-dichloro-ethane; N,N-dimethyl-formamide; 10.1: Suzuki Coupling;

Reference yield:

Tetrahydro-4H-pyran-4-one (29943-42-8,143562-54-3) → N-((4,6-dimethyl-2-oxo-1,2-dihydropyridin-3-yl)methyl)-4-ethyl-5-(ethyl(tetrahydro-2H-pyran-4-yl)amino)-4'-(morpholinomethyl)-[1,1'-biphenyl]-3-carboxamide (1403256-11-0)

Guidance literature:

Multi-step reaction with 5 steps

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

1.2: 20 h / 20 °C

2.1: acetic acid / 1,1-dichloroethane / 0.08 h / 20 °C / Inert atmosphere

2.2: 26 h / 20 °C

3.1: sodium hydroxide; water / tetrahydrofuran / 27 h / 50 °C

3.2: 21 h / 50 °C

3.3: pH 2 - 3

4.1: N-ethyl-N,N-diisopropylamine; HATU / N,N-dimethyl-formamide / 3 h / 20 °C

5.1: DavePhos; cesium fluoride / palladium diacetate / diethylene glycol dimethyl ether; methanol / 22 h / 70 °C / Inert atmosphere

With cesium fluoride; water; acetic acid; N-ethyl-N,N-diisopropylamine; HATU; sodium hydroxide; DavePhos; palladium diacetate; In tetrahydrofuran; methanol; 1,1-dichloroethane; diethylene glycol dimethyl ether; 1,2-dichloro-ethane; N,N-dimethyl-formamide; 5.1: Suzuki Coupling;

upstream raw materials:

methyl-2-bromo-5-chlorobenzoate

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

4-[4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzyl]morpholine

Tetrahydro-4H-pyran-4-one