N-((4,6-dimethyl-2-oxo-1,2-dihydropyridin-3-yl)methyl)-5-ethyl-6-(ethyl(tetrahydro-2H-pyran-4-yl)amino)-2-(1-isopropylpiperidin-4-yl)benzofuran-4-carboxamide

Base Information

• Chemical Name: N-((4,6-dimethyl-2-oxo-1,2-dihydropyridin-3-yl)methyl)-5-ethyl-6-(ethyl(tetrahydro-2H-pyran-4-yl)amino)-2-(1-isopropylpiperidin-4-yl)benzofuran-4-carboxamide
• CAS No.: 2098546-05-3
• Molecular Formula: C₃₄H₄₈N₄O₄
• Molecular Weight: 576.78

Synonyms:

Chemical Property of N-((4,6-dimethyl-2-oxo-1,2-dihydropyridin-3-yl)methyl)-5-ethyl-6-(ethyl(tetrahydro-2H-pyran-4-yl)amino)-2-(1-isopropylpiperidin-4-yl)benzofuran-4-carboxamide

Chemical Property:

Purity/Quality:

99%, ^*data from raw suppliers

EBI-2511 >98% ^*data from reagent suppliers

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-6-(ethyl(tetrahydro-2H-pyran-4-yl)amino)-2-(1-isopropylpiperidin-4-yl)benzofuran-4-carboxamide

There total 17 articles about N-((4,6-dimethyl-2-oxo-1,2-dihydropyridin-3-yl)methyl)-5-ethyl-6-(ethyl(tetrahydro-2H-pyran-4-yl)amino)-2-(1-isopropylpiperidin-4-yl)benzofuran-4-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:

(4,6-dimethyl-2-oxo-1,2-dihydropyridin-3-yl)methylamine hydrochloride (1173081-96-3) + 5-ethyl-6-(ethyl(tetrahydro-2H-pyran-4-yl)amino)-2-(1-isopropylpiperidin-4-yl)benzofuran-4-carboxylic acid → N-((4,6-dimethyl-2-oxo-1,2-dihydropyridin-3-yl)methyl)-5-ethyl-6-(ethyl(tetrahydro-2H-pyran-4-yl)amino)-2-(1-isopropylpiperidin-4-yl)benzofuran-4-carboxamide (2098546-05-3)

Guidance literature:

5-ethyl-6-(ethyl(tetrahydro-2H-pyran-4-yl)amino)-2-(1-isopropylpiperidin-4-yl)benzofuran-4-carboxylic acid; With benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; N-ethyl-N,N-diisopropylamine; In N,N-dimethyl-formamide; for 1h;

(4,6-dimethyl-2-oxo-1,2-dihydropyridin-3-yl)methylamine hydrochloride; In N,N-dimethyl-formamide; at 20 ℃;

DOI:10.1021/acsmedchemlett.7b00437

Reference yield:

methyl 6-bromo-5-ethylbenzofuran-4-carboxylate → N-((4,6-dimethyl-2-oxo-1,2-dihydropyridin-3-yl)methyl)-5-ethyl-6-(ethyl(tetrahydro-2H-pyran-4-yl)amino)-2-(1-isopropylpiperidin-4-yl)benzofuran-4-carboxamide (2098546-05-3)

Guidance literature:

Multi-step reaction with 9 steps

1.1: caesium carbonate; 2,2'-bis-(diphenylphosphino)-1,1'-binaphthyl; tris-(dibenzylideneacetone)dipalladium⁽⁰⁾ / toluene / 110 °C / Inert atmosphere

2.1: acetic acid / methanol / 1 h

3.1: lithium diisopropyl amide / tetrahydrofuran / 2 h / -70 °C / Inert atmosphere

3.2: 1 h / -70 °C / Inert atmosphere

4.1: caesium carbonate; tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; XPhos / water; 1,4-dioxane / 80 °C / Inert atmosphere

5.1: palladium 10% on activated carbon; hydrogen / methanol; tetrahydrofuran / 1 h

6.1: dichloromethane / 2 h / 0 °C

7.1: potassium carbonate; potassium iodide / N,N-dimethyl-formamide / 2 h / 70 °C

8.1: sodium hydroxide / water; methanol / 16 h / 60 °C

9.1: N-ethyl-N,N-diisopropylamine; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; benzotriazol-1-ol / N,N-dimethyl-formamide / 1 h

9.2: 20 °C

With tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; palladium 10% on activated carbon; hydrogen; potassium carbonate; benzotriazol-1-ol; caesium carbonate; 2,2'-bis-(diphenylphosphino)-1,1'-binaphthyl; acetic acid; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; N-ethyl-N,N-diisopropylamine; potassium iodide; sodium hydroxide; lithium diisopropyl amide; XPhos; In tetrahydrofuran; 1,4-dioxane; methanol; dichloromethane; water; N,N-dimethyl-formamide; toluene; 1.1: |Buchwald-Hartwig Coupling / 4.1: |Suzuki Coupling;

DOI:10.1021/acsmedchemlett.7b00437

Reference yield:

methyl 5-ethyl-6-((tetrahydro-2H-pyran-4-yl)amino)benzofuran-4-carboxylate → N-((4,6-dimethyl-2-oxo-1,2-dihydropyridin-3-yl)methyl)-5-ethyl-6-(ethyl(tetrahydro-2H-pyran-4-yl)amino)-2-(1-isopropylpiperidin-4-yl)benzofuran-4-carboxamide (2098546-05-3)

Guidance literature:

Multi-step reaction with 8 steps

1.1: acetic acid / methanol / 1 h

2.1: lithium diisopropyl amide / tetrahydrofuran / 2 h / -70 °C / Inert atmosphere

2.2: 1 h / -70 °C / Inert atmosphere

3.1: caesium carbonate; tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; XPhos / water; 1,4-dioxane / 80 °C / Inert atmosphere

4.1: palladium 10% on activated carbon; hydrogen / methanol; tetrahydrofuran / 1 h

5.1: dichloromethane / 2 h / 0 °C

6.1: potassium carbonate; potassium iodide / N,N-dimethyl-formamide / 2 h / 70 °C

7.1: sodium hydroxide / water; methanol / 16 h / 60 °C

8.1: N-ethyl-N,N-diisopropylamine; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; benzotriazol-1-ol / N,N-dimethyl-formamide / 1 h

8.2: 20 °C

With tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; palladium 10% on activated carbon; hydrogen; potassium carbonate; benzotriazol-1-ol; caesium carbonate; acetic acid; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; N-ethyl-N,N-diisopropylamine; potassium iodide; sodium hydroxide; lithium diisopropyl amide; XPhos; In tetrahydrofuran; 1,4-dioxane; methanol; dichloromethane; water; N,N-dimethyl-formamide; 3.1: |Suzuki Coupling;

DOI:10.1021/acsmedchemlett.7b00437

upstream raw materials:

(4,6-dimethyl-2-oxo-1,2-dihydropyridin-3-yl)methylamine hydrochloride

2-ethyl-5-nitro-benzoic acid

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