5-(5-(benzyloxy)-6-(4-fluoro-1H-indol-2-yl)pyridin-2-yl)-2-(4-fluorophenyl)-N-methyl-6-(N-methylmethylsulfonamido)benzofuran-3-carboxamide

Base Information

• Chemical Name: 5-(5-(benzyloxy)-6-(4-fluoro-1H-indol-2-yl)pyridin-2-yl)-2-(4-fluorophenyl)-N-methyl-6-(N-methylmethylsulfonamido)benzofuran-3-carboxamide
• CAS No.: 1427034-59-0
• Molecular Formula: C₃₈H₃₀F₂N₄O₅S
• Molecular Weight: 692.743
• Mol file: 1427034-59-0.mol

Synonyms:5-(5-(benzyloxy)-6-(4-fluoro-1H-indol-2-yl)pyridin-2-yl)-2-(4-fluorophenyl)-N-methyl-6-(N-methylmethylsulfonamido)benzofuran-3-carboxamide

Chemical Property of 5-(5-(benzyloxy)-6-(4-fluoro-1H-indol-2-yl)pyridin-2-yl)-2-(4-fluorophenyl)-N-methyl-6-(N-methylmethylsulfonamido)benzofuran-3-carboxamide

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 5-(5-(benzyloxy)-6-(4-fluoro-1H-indol-2-yl)pyridin-2-yl)-2-(4-fluorophenyl)-N-methyl-6-(N-methylmethylsulfonamido)benzofuran-3-carboxamide

There total 16 articles about 5-(5-(benzyloxy)-6-(4-fluoro-1H-indol-2-yl)pyridin-2-yl)-2-(4-fluorophenyl)-N-methyl-6-(N-methylmethylsulfonamido)benzofuran-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: 38.2%

2-(4-fluorophenyl)-N-methyl-6-(N-methylmethylsulfonamido)-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzofuran-3-carboxamide (1333340-17-2) + 2-(3-(benzyloxy)-6-chloropyridin-2-yl)-4-fluoro-1H-indole (1427034-58-9) → 5-(5-(benzyloxy)-6-(4-fluoro-1H-indol-2-yl)pyridin-2-yl)-2-(4-fluorophenyl)-N-methyl-6-(N-methylmethylsulfonamido)benzofuran-3-carboxamide (1427034-59-0)

Guidance literature:

With tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; potassium phosphate tribasic trihydrate; XPhos; In water; at 80 ℃; for 2h; Inert atmosphere;

Reference yield:

6-chloro-2-(4-fluoro-1H-indol-2-yl)pyridin-3-ol (1426942-84-8) + benzyl bromide (100-39-0) → 5-(5-(benzyloxy)-6-(4-fluoro-1H-indol-2-yl)pyridin-2-yl)-2-(4-fluorophenyl)-N-methyl-6-(N-methylmethylsulfonamido)benzofuran-3-carboxamide (1427034-59-0)

Guidance literature:

Multi-step reaction with 2 steps

1: potassium carbonate / N,N-dimethyl-formamide / 20 °C

2: XPhos; tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; potassium phosphate tribasic trihydrate / 1,4-dioxane; water

With tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; potassium phosphate tribasic trihydrate; potassium carbonate; XPhos; In 1,4-dioxane; water; N,N-dimethyl-formamide;

Reference yield:

5-bromo-2-(4-fluorophenyl)-N-methyl-6-(N-methylmethylsulfonamido)benzo furan-3-carboxamide (1333225-20-9) → 5-(5-(benzyloxy)-6-(4-fluoro-1H-indol-2-yl)pyridin-2-yl)-2-(4-fluorophenyl)-N-methyl-6-(N-methylmethylsulfonamido)benzofuran-3-carboxamide (1427034-59-0)

Guidance literature:

Multi-step reaction with 2 steps

1.1: potassium acetate / 1,4-dioxane / 4 h / 20 °C / Inert atmosphere

1.2: 1.5 h / 130 °C / Inert atmosphere

2.1: XPhos; tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; potassium phosphate tribasic trihydrate / 1,4-dioxane; water

With tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; potassium phosphate tribasic trihydrate; potassium acetate; XPhos; In 1,4-dioxane; water;

upstream raw materials:

6-chloro-2-(4-fluoro-1H-indol-2-yl)pyridin-3-ol

benzyl bromide

2-(4-fluorophenyl)-N-methyl-6-(N-methylmethylsulfonamido)-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzofuran-3-carboxamide

2-(3-(benzyloxy)-6-chloropyridin-2-yl)-4-fluoro-1H-indole

Downstream raw materials:

5-(6-(4-fluoro-1H-indol-2-yl)-5-hydroxypyridin-2-yl)-2-(4-fluorophenyl)-N-methyl-6-(N-methylmethylsulfonamido)benzofuran-3-carboxamide

5-(11-fluoro-6-oxo-6H-pyrido[2',3':5,6][1,3]oxazino[3,4-a]indol-2-yl)-2-(4-fluorophenyl)-N-methyl-6-(N-methylmethylsulfonamido)benzofuran-3-carboxamide