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

Base Information

• Chemical Name: 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
• CAS No.: 1427032-90-3
• Molecular Formula: C₃₂H₂₂F₂N₄O₆S
• Molecular Weight: 628.613
• Mol file: 1427032-90-3.mol

Synonyms: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

Chemical Property of 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

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 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

There total 19 articles about 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 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: 63.5%

bis(trichloromethyl) carbonate (32315-10-9) + 5-(6-(4-fluoro-1H-indol-2-yl)-5-hydroxypyridin-2-yl)-2-(4-fluorophenyl)-N-methyl-6-(N-methylmethylsulfonamido)benzofuran-3-carboxamide (1427034-60-3) → 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 (1427032-90-3)

Guidance literature:

With acetic acid; at 100 ℃; for 2h;

Reference yield:

6-chloro-2-(4-fluoro-1H-indol-2-yl)pyridin-3-ol (1426942-84-8) → 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 (1427032-90-3)

Guidance literature:

Multi-step reaction with 4 steps

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

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

3: hydrogen; palladium on activated charcoal / methanol / 1 h / 20 °C

4: acetic acid / 2 h / 100 °C

With tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; potassium phosphate tribasic trihydrate; palladium on activated charcoal; hydrogen; potassium carbonate; acetic acid; XPhos; In 1,4-dioxane; methanol; water; N,N-dimethyl-formamide;

Reference yield:

2-(3-(benzyloxy)-6-chloropyridin-2-yl)-4-fluoro-1H-indole (1427034-58-9) → 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 (1427032-90-3)

Guidance literature:

Multi-step reaction with 3 steps

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

2: hydrogen; palladium on activated charcoal / methanol / 1 h / 20 °C

3: acetic acid / 2 h / 100 °C

With tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; potassium phosphate tribasic trihydrate; palladium on activated charcoal; hydrogen; acetic acid; XPhos; In 1,4-dioxane; methanol; water;

upstream raw materials:

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

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

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

bis(trichloromethyl) carbonate