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

Base Information

• Chemical Name: N-((4,6-dimethyl-2-oxo-1,2-dihydropyridin-3-yl)methyl)-5-(ethyl(tetrahydro-2H-pyran-4-yl)amino)-2-fluoro-4-methyl-4'-(morpholinomethyl)-[1,1'-biphenyl]-3-carboxamide
• CAS No.: 1403256-01-8
• Molecular Formula: C₃₄H₄₃FN₄O₄
• Molecular Weight: 590.738
• Mol file: 1403256-01-8.mol

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

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

There total 9 articles about N-((4,6-dimethyl-2-oxo-1,2-dihydropyridin-3-yl)methyl)-5-(ethyl(tetrahydro-2H-pyran-4-yl)amino)-2-fluoro-4-methyl-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: 52.0%

3-bromo-N-[(4,6-dimethyl-2-oxo-1,2-dihydropyridin-3-yl)methyl]-5-[ethyl(oxan-4-yl)amino]-2-fluoro-6-methylbenzamide (1403258-37-6) + 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)-5-(ethyl(tetrahydro-2H-pyran-4-yl)amino)-2-fluoro-4-methyl-4'-(morpholinomethyl)-[1,1'-biphenyl]-3-carboxamide (1403256-01-8)

Guidance literature:

With sodium carbonate; tetrakis(triphenylphosphine) palladium⁽⁰⁾; In 1,4-dioxane; water; at 100 ℃; for 4h; Inert atmosphere;

Reference yield:

2-fluoro-6-methylbenzoic acid (90259-27-1) → N-((4,6-dimethyl-2-oxo-1,2-dihydropyridin-3-yl)methyl)-5-(ethyl(tetrahydro-2H-pyran-4-yl)amino)-2-fluoro-4-methyl-4'-(morpholinomethyl)-[1,1'-biphenyl]-3-carboxamide (1403256-01-8)

Guidance literature:

Multi-step reaction with 9 steps

1.1: nitric acid; sulfuric acid / 0.75 h / -5 - 0 °C / Cooling with acetone-ice

2.1: sulfuric acid / 6 h / 20 °C / Inert atmosphere

3.1: potassium carbonate / N,N-dimethyl-formamide / 2 h / 20 °C / Inert atmosphere

4.1: ammonium chloride; iron / water; methanol / 2.5 h / 70 °C

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

5.2: 5.5 h / 20 °C

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

6.2: 2 h / 20 °C

7.1: sodium hydroxide; water / tetrahydrofuran; methanol / 72 h / 50 °C

7.2: pH 2 - 3

8.1: N-ethyl-N,N-diisopropylamine; benzotriazol-1-yloxyl-tris-(pyrrolidino)-phosphonium hexafluorophosphate / N,N-dimethyl-formamide / 1 h / 20 °C / Inert atmosphere

9.1: sodium carbonate / tetrakis(triphenylphosphine) palladium⁽⁰⁾ / 1,4-dioxane; water / 4 h / 100 °C / Inert atmosphere

With sulfuric acid; benzotriazol-1-yloxyl-tris-(pyrrolidino)-phosphonium hexafluorophosphate; water; nitric acid; iron; sodium carbonate; potassium carbonate; ammonium chloride; acetic acid; N-ethyl-N,N-diisopropylamine; sodium hydroxide; tetrakis(triphenylphosphine) palladium⁽⁰⁾; In tetrahydrofuran; 1,4-dioxane; methanol; water; 1,2-dichloro-ethane; N,N-dimethyl-formamide; 9.1: Suzuki Coupling;

Reference yield:

(6-fluoro-2-methyl-3-nitrobenzoic acid) (1079992-96-3) → N-((4,6-dimethyl-2-oxo-1,2-dihydropyridin-3-yl)methyl)-5-(ethyl(tetrahydro-2H-pyran-4-yl)amino)-2-fluoro-4-methyl-4'-(morpholinomethyl)-[1,1'-biphenyl]-3-carboxamide (1403256-01-8)

Guidance literature:

Multi-step reaction with 8 steps

1.1: sulfuric acid / 6 h / 20 °C / Inert atmosphere

2.1: potassium carbonate / N,N-dimethyl-formamide / 2 h / 20 °C / Inert atmosphere

3.1: ammonium chloride; iron / water; methanol / 2.5 h / 70 °C

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

4.2: 5.5 h / 20 °C

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

5.2: 2 h / 20 °C

6.1: sodium hydroxide; water / tetrahydrofuran; methanol / 72 h / 50 °C

6.2: pH 2 - 3

7.1: N-ethyl-N,N-diisopropylamine; benzotriazol-1-yloxyl-tris-(pyrrolidino)-phosphonium hexafluorophosphate / N,N-dimethyl-formamide / 1 h / 20 °C / Inert atmosphere

8.1: sodium carbonate / tetrakis(triphenylphosphine) palladium⁽⁰⁾ / 1,4-dioxane; water / 4 h / 100 °C / Inert atmosphere

With sulfuric acid; benzotriazol-1-yloxyl-tris-(pyrrolidino)-phosphonium hexafluorophosphate; water; iron; sodium carbonate; potassium carbonate; ammonium chloride; acetic acid; N-ethyl-N,N-diisopropylamine; sodium hydroxide; tetrakis(triphenylphosphine) palladium⁽⁰⁾; In tetrahydrofuran; 1,4-dioxane; methanol; water; 1,2-dichloro-ethane; N,N-dimethyl-formamide; 8.1: Suzuki Coupling;

upstream raw materials:

2-fluoro-6-methylbenzoic acid

(6-fluoro-2-methyl-3-nitrobenzoic acid)

3-bromo-2-fluoro-6-methyl-5-nitrobenzoic acid

methyl 3-bromo-2-fluoro-6-methyl-5-nitrobenzoate