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

Base Information

Chemical Name:2-(4-cyanophenyl)-5-(11-fluoro-6H-pyrido[2',3':5,6][1,3]oxazino[3,4-a]indol-2-yl)-N-methyl-6-(N-methylmethylsulfonamido)benzofuran-3-carboxamide
CAS No.:1622052-72-5
Molecular Formula:C₃₃H₂₄FN₅O₅S
Molecular Weight:621.648
Hs Code.:

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

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

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

There total 17 articles about 2-(4-cyanophenyl)-5-(11-fluoro-6H-pyrido[2',3':5,6][1,3]oxazino[3,4-a]indol-2-yl)-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: 21.0%

: 1427035-52-6
2-chloro-11-fluoro-6H-pyrido[2',3':5,6][1,3]oxazino[3,4-a]indole

: 1622053-19-3
2-(4-cyanophenyl)-N-methyl-6-(N-methylmethylsulfonamido)-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzofuran-3-carboxamide

: 1622052-72-5
2-(4-cyanophenyl)-5-(11-fluoro-6H-pyrido[2',3':5,6][1,3]oxazino[3,4-a]indol-2-yl)-N-methyl-6-(N-methylmethylsulfonamido)benzofuran-3-carboxamide

Guidance literature:: With tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; potassium carbonate; XPhos; In 1,4-dioxane; water; at 100 ℃; for 3h;

Reference yield:

: 1622053-16-0
6-amino-5-bromo-2-(4-cyanophenyl)-N-methylbenzofuran-3-carboxamide

: 1622052-72-5
2-(4-cyanophenyl)-5-(11-fluoro-6H-pyrido[2',3':5,6][1,3]oxazino[3,4-a]indol-2-yl)-N-methyl-6-(N-methylmethylsulfonamido)benzofuran-3-carboxamide

Guidance literature:: Multi-step reaction with 4 steps

1: pyridine / dichloromethane / 8 h / 25 °C

2: potassium carbonate / N,N-dimethyl-formamide / 3 h / 25 °C / Inert atmosphere

3: (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; potassium acetate / water; 1,4-dioxane / 3 h / 130 °C

4: potassium carbonate; tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; XPhos / water; 1,4-dioxane / 3 h / 100 °C

With pyridine; (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; potassium acetate; potassium carbonate; XPhos; In 1,4-dioxane; dichloromethane; water; N,N-dimethyl-formamide; 4: |Suzuki Coupling;

Reference yield:

: 1595284-71-1
ethyl 5-bromo-6-nitrobenzofuran-3-carboxylate

: 1622052-72-5
2-(4-cyanophenyl)-5-(11-fluoro-6H-pyrido[2',3':5,6][1,3]oxazino[3,4-a]indol-2-yl)-N-methyl-6-(N-methylmethylsulfonamido)benzofuran-3-carboxamide

Guidance literature:: Multi-step reaction with 9 steps

1.1: iron; ammonium chloride / methanol; tetrahydrofuran; water / 3 h / Reflux

2.1: lithium hydroxide monohydrate; water / 1,4-dioxane / 2 h / Reflux

3.1: benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride / N,N-dimethyl-formamide / 2 h / 25 °C

3.2: 2 h

4.1: lithium diisopropyl amide / tetrahydrofuran / 1 h / -78 °C / Inert atmosphere

4.2: 1 h / -78 °C

5.1: potassium phosphate tribasic trihydrate; (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride / water; 1,4-dioxane / 4 h / 80 °C

6.1: pyridine / dichloromethane / 8 h / 25 °C

7.1: potassium carbonate / N,N-dimethyl-formamide / 3 h / 25 °C / Inert atmosphere

8.1: (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; potassium acetate / water; 1,4-dioxane / 3 h / 130 °C

9.1: potassium carbonate; tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; XPhos / water; 1,4-dioxane / 3 h / 100 °C

With pyridine; (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; lithium hydroxide monohydrate; potassium phosphate tribasic trihydrate; water; potassium acetate; iron; potassium carbonate; ammonium chloride; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; lithium diisopropyl amide; XPhos; In tetrahydrofuran; 1,4-dioxane; methanol; dichloromethane; water; N,N-dimethyl-formamide; 5.1: |Suzuki Coupling / 9.1: |Suzuki Coupling;