5-(11-fluoro-5,6-dihydroindolo[1,2-h][1,7]naphthyridin-2-yl)-2-(4-fluorophenyl)-N-methyl-6-(N-methylmethylsulfonamido)benzofuran-3-carboxamide

Base Information

Chemical Name:5-(11-fluoro-5,6-dihydroindolo[1,2-h][1,7]naphthyridin-2-yl)-2-(4-fluorophenyl)-N-methyl-6-(N-methylmethylsulfonamido)benzofuran-3-carboxamide
CAS No.:1621704-43-5
Molecular Formula:C₃₃H₂₆F₂N₄O₄S
Molecular Weight:612.657
Hs Code.:

Synonyms:5-(11-fluoro-5,6-dihydroindolo[1,2-h][1,7]naphthyridin-2-yl)-2-(4-fluorophenyl)-N-methyl-6-(N-methylmethylsulfonamido)benzofuran-3-carboxamide

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Chemical Property of 5-(11-fluoro-5,6-dihydroindolo[1,2-h][1,7]naphthyridin-2-yl)-2-(4-fluorophenyl)-N-methyl-6-(N-methylmethylsulfonamido)benzofuran-3-carboxamide

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Technology Process of 5-(11-fluoro-5,6-dihydroindolo[1,2-h][1,7]naphthyridin-2-yl)-2-(4-fluorophenyl)-N-methyl-6-(N-methylmethylsulfonamido)benzofuran-3-carboxamide

There total 18 articles about 5-(11-fluoro-5,6-dihydroindolo[1,2-h][1,7]naphthyridin-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: 95.0%

: 1621704-90-2
5-(11-fluoroindolo[1,2-h][1,7]naphthyridin-2-yl)-2-(4-fluorophenyl)-N-methyl-6-(N-methylmethylsulfonamido)benzofuran-3-carboxamide

: 1621704-43-5
5-(11-fluoro-5,6-dihydroindolo[1,2-h][1,7]naphthyridin-2-yl)-2-(4-fluorophenyl)-N-methyl-6-(N-methylmethylsulfonamido)benzofuran-3-carboxamide

Guidance literature:: With 5%-palladium/activated carbon; hydrogen; In tetrahydrofuran; methanol; at 50 ℃;
DOI:10.1016/j.bmcl.2018.10.045

Reference yield: 80.0%

: 1333340-17-2
2-(4-fluorophenyl)-N-methyl-6-(N-methylmethylsulfonamido)-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzofuran-3-carboxamide

: 1621705-25-6
2-chloro-11-fluoro-5,6-dihydroindolo[1,2-h][1,7]naphthyridine

: 1621704-43-5
5-(11-fluoro-5,6-dihydroindolo[1,2-h][1,7]naphthyridin-2-yl)-2-(4-fluorophenyl)-N-methyl-6-(N-methylmethylsulfonamido)benzofuran-3-carboxamide

Guidance literature:: With dichloro[1,1'-bis(di-t-butylphosphino)ferrocene]palladium(II); caesium carbonate; In 1,4-dioxane; water; at 90 ℃; for 4h; Inert atmosphere;

Reference yield:

: 129822-45-3
tert-butyl 4-fluoro-1H-indole-1-carboxylate

: 1621704-43-5
5-(11-fluoro-5,6-dihydroindolo[1,2-h][1,7]naphthyridin-2-yl)-2-(4-fluorophenyl)-N-methyl-6-(N-methylmethylsulfonamido)benzofuran-3-carboxamide

Guidance literature:: Multi-step reaction with 6 steps

1: n-butyllithium; Triisopropyl borate / tetrahydrofuran; hexane / 0.67 h / -78 °C

2: sodium hydrogencarbonate; bis-triphenylphosphine-palladium(II) chloride / water; 1,4-dioxane / 16 h / 90 °C / Inert atmosphere

3: dmap; N-ethyl-N,N-diisopropylamine / dichloromethane / 1 h / 0 - 20 °C / Inert atmosphere

4: bis-triphenylphosphine-palladium(II) chloride; lithium chloride / N,N-dimethyl-formamide / 1 h / 60 °C / Inert atmosphere

5: potassium hydroxide / water; dimethyl sulfoxide / 4 h / 100 °C / Inert atmosphere

6: caesium carbonate; 1,1'-bis(di-tert-butylphosphino)ferrocene-dichloropalladium(II) / water; 1,4-dioxane / 4 h / 90 °C / Inert atmosphere

With dmap; bis-triphenylphosphine-palladium(II) chloride; n-butyllithium; Triisopropyl borate; 1,1'-bis(di-tert-butylphosphino)ferrocene-dichloropalladium(II); sodium hydrogencarbonate; caesium carbonate; N-ethyl-N,N-diisopropylamine; lithium chloride; potassium hydroxide; In tetrahydrofuran; 1,4-dioxane; hexane; dichloromethane; water; dimethyl sulfoxide; N,N-dimethyl-formamide;