5-(11-fluoro-5,6-dihydroindolo[1,2-h][1,7]naphthyridin-2-yl)-2-(4-fluorophenyl)-N-methyl-6-(N-methylmethylsulfonamido)-2H-indazole-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)-2H-indazole-3-carboxamide
CAS No.:1621704-45-7
Molecular Formula:C₃₂H₂₆F₂N₆O₃S
Molecular Weight:612.66
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)-2H-indazole-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)-2H-indazole-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)-2H-indazole-3-carboxamide

There total 24 articles about 5-(11-fluoro-5,6-dihydroindolo[1,2-h][1,7]naphthyridin-2-yl)-2-(4-fluorophenyl)-N-methyl-6-(N-methylmethylsulfonamido)-2H-indazole-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: 24.0%

: 1621705-72-3
2-(4-fluorophenyl)-N-methyl-6-(N-methylmethylsulfonamido)-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-2H-indazole-3-carboxamide

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

: 1621704-45-7
5-(11-fluoro-5,6-dihydroindolo[1,2-h][1,7]naphthyridin-2-yl)-2-(4-fluorophenyl)-N-methyl-6-(N-methylmethylsulfonamido)-2H-indazole-3-carboxamide

Guidance literature:: With tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; potassium phosphate tribasic trihydrate; XPhos; In 1,4-dioxane; at 100 ℃; for 3h; Inert atmosphere;

Reference yield:

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

: 1621704-45-7
5-(11-fluoro-5,6-dihydroindolo[1,2-h][1,7]naphthyridin-2-yl)-2-(4-fluorophenyl)-N-methyl-6-(N-methylmethylsulfonamido)-2H-indazole-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: potassium phosphate tribasic trihydrate; XPhos; tris-(dibenzylideneacetone)dipalladium⁽⁰⁾ / 1,4-dioxane / 3 h / 100 °C / Inert atmosphere

With dmap; bis-triphenylphosphine-palladium(II) chloride; tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; n-butyllithium; potassium phosphate tribasic trihydrate; Triisopropyl borate; sodium hydrogencarbonate; N-ethyl-N,N-diisopropylamine; lithium chloride; potassium hydroxide; XPhos; In tetrahydrofuran; 1,4-dioxane; hexane; dichloromethane; water; dimethyl sulfoxide; N,N-dimethyl-formamide;

Reference yield:

: 387-43-9
4-fluoroindole

: 1621704-45-7
5-(11-fluoro-5,6-dihydroindolo[1,2-h][1,7]naphthyridin-2-yl)-2-(4-fluorophenyl)-N-methyl-6-(N-methylmethylsulfonamido)-2H-indazole-3-carboxamide

Guidance literature:: Multi-step reaction with 7 steps

1: dmap / tetrahydrofuran / 20 °C

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

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

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

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

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

7: potassium phosphate tribasic trihydrate; XPhos; tris-(dibenzylideneacetone)dipalladium⁽⁰⁾ / 1,4-dioxane / 3 h / 100 °C / Inert atmosphere

With dmap; bis-triphenylphosphine-palladium(II) chloride; tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; n-butyllithium; potassium phosphate tribasic trihydrate; Triisopropyl borate; sodium hydrogencarbonate; N-ethyl-N,N-diisopropylamine; lithium chloride; potassium hydroxide; XPhos; In tetrahydrofuran; 1,4-dioxane; hexane; dichloromethane; water; dimethyl sulfoxide; N,N-dimethyl-formamide;