8-(5-(3,5-dichlorophenyl)-5-(trifluoromethyl)-4,5-dihydroisoxazol-3-yl)-N-(2-oxo-2-((2,2,2-trifluoroethyl)amino)ethyl)indolizine-5-carboxamide

Base Information

Chemical Name:8-(5-(3,5-dichlorophenyl)-5-(trifluoromethyl)-4,5-dihydroisoxazol-3-yl)-N-(2-oxo-2-((2,2,2-trifluoroethyl)amino)ethyl)indolizine-5-carboxamide
CAS No.:1312697-51-0
Molecular Formula:C₂₃H₁₆Cl₂F₆N₄O₃
Molecular Weight:581.301
Hs Code.:

Synonyms:8-(5-(3,5-dichlorophenyl)-5-(trifluoromethyl)-4,5-dihydroisoxazol-3-yl)-N-(2-oxo-2-((2,2,2-trifluoroethyl)amino)ethyl)indolizine-5-carboxamide

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Chemical Property of 8-(5-(3,5-dichlorophenyl)-5-(trifluoromethyl)-4,5-dihydroisoxazol-3-yl)-N-(2-oxo-2-((2,2,2-trifluoroethyl)amino)ethyl)indolizine-5-carboxamide

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Technology Process of 8-(5-(3,5-dichlorophenyl)-5-(trifluoromethyl)-4,5-dihydroisoxazol-3-yl)-N-(2-oxo-2-((2,2,2-trifluoroethyl)amino)ethyl)indolizine-5-carboxamide

There total 17 articles about 8-(5-(3,5-dichlorophenyl)-5-(trifluoromethyl)-4,5-dihydroisoxazol-3-yl)-N-(2-oxo-2-((2,2,2-trifluoroethyl)amino)ethyl)indolizine-5-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: 27.0%

: 753-90-2
trifluoroethylamine

: 1578241-36-7
C₂₁H₁₄Cl₂F₃N₃O₄

: 1312697-51-0
8-(5-(3,5-dichlorophenyl)-5-(trifluoromethyl)-4,5-dihydroisoxazol-3-yl)-N-(2-oxo-2-((2,2,2-trifluoroethyl)amino)ethyl)indolizine-5-carboxamide

Guidance literature:: C₂₁H₁₄Cl₂F₃N₃O₄; With N-ethyl-N,N-diisopropylamine; N-[(dimethylamino)-3-oxo-1H-1,2,3-triazolo[4,5-b]pyridin-1-yl-methylene]-N-methylmethanaminium hexafluorophosphate; In N,N-dimethyl-formamide; at 20 ℃; for 0.25h;

trifluoroethylamine; In N,N-dimethyl-formamide; at 20 ℃; for 16h;
DOI:10.1016/j.tetlet.2014.02.003

Reference yield:

: 864426-31-3
5-methyl-6,7-dihydro-5H-indolizin-8-one

: 1312697-51-0
8-(5-(3,5-dichlorophenyl)-5-(trifluoromethyl)-4,5-dihydroisoxazol-3-yl)-N-(2-oxo-2-((2,2,2-trifluoroethyl)amino)ethyl)indolizine-5-carboxamide

Guidance literature:: Multi-step reaction with 14 steps

1.1: potassium permanganate; water / tert-butyl alcohol / 16 h / 70 °C

2.1: thionyl chloride / 5 h / 0 °C / Reflux

3.1: phenyltrimethylammonium tribromide / tetrahydrofuran / 3 h / 20 °C / Inert atmosphere

4.1: 1,8-diazabicyclo[5.4.0]undec-7-ene / tetrahydrofuran / 3 h / 20 °C

5.1: palladium on activated charcoal; hydrogen; potassium carbonate / ethyl acetate / 4 h / 20 °C

6.1: triethylamine / dichloromethane / 2 h / 0 °C / Inert atmosphere

7.1: (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; lithium bromide / 1,4-dioxane / 16 h / Reflux; Inert atmosphere

8.1: hydrogenchloride / water / 2 h / 20 °C

9.1: triethylamine / toluene / 24 h / 60 °C

10.1: acetic anhydride; triethylamine / 3 h / 20 °C

11.1: hydroxylamine hydrochloride; sodium hydroxide / tetrahydrofuran; water / 5 °C

12.1: N-ethyl-N,N-diisopropylamine; N-[(dimethylamino)-3-oxo-1H-1,2,3-triazolo[4,5-b]pyridin-1-yl-methylene]-N-methylmethanaminium hexafluorophosphate / N,N-dimethyl-formamide / 0.25 h / 20 °C

12.2: 16 h / 20 °C

13.1: lithium hydroxide / tetrahydrofuran; water / 3 h / 20 °C

14.1: N-ethyl-N,N-diisopropylamine; N-[(dimethylamino)-3-oxo-1H-1,2,3-triazolo[4,5-b]pyridin-1-yl-methylene]-N-methylmethanaminium hexafluorophosphate / N,N-dimethyl-formamide / 0.25 h / 20 °C

14.2: 16 h / 20 °C

With hydrogenchloride; (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; potassium permanganate; thionyl chloride; palladium on activated charcoal; hydroxylamine hydrochloride; water; hydrogen; acetic anhydride; phenyltrimethylammonium tribromide; potassium carbonate; 1,8-diazabicyclo[5.4.0]undec-7-ene; triethylamine; N-ethyl-N,N-diisopropylamine; N-[(dimethylamino)-3-oxo-1H-1,2,3-triazolo[4,5-b]pyridin-1-yl-methylene]-N-methylmethanaminium hexafluorophosphate; lithium bromide; sodium hydroxide; lithium hydroxide; In tetrahydrofuran; 1,4-dioxane; dichloromethane; water; ethyl acetate; N,N-dimethyl-formamide; toluene; tert-butyl alcohol;
DOI:10.1016/j.tetlet.2014.02.003

Reference yield:

: 259683-86-8
ethyl 8-oxo-5,6,7,8-tetrahydroindolizine-5-carboxylate

: 1312697-51-0
8-(5-(3,5-dichlorophenyl)-5-(trifluoromethyl)-4,5-dihydroisoxazol-3-yl)-N-(2-oxo-2-((2,2,2-trifluoroethyl)amino)ethyl)indolizine-5-carboxamide

Guidance literature:: Multi-step reaction with 12 steps

1.1: phenyltrimethylammonium tribromide / tetrahydrofuran / 3 h / 20 °C / Inert atmosphere

2.1: 1,8-diazabicyclo[5.4.0]undec-7-ene / tetrahydrofuran / 3 h / 20 °C

3.1: palladium on activated charcoal; hydrogen; potassium carbonate / ethyl acetate / 4 h / 20 °C

4.1: triethylamine / dichloromethane / 2 h / 0 °C / Inert atmosphere

5.1: (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; lithium bromide / 1,4-dioxane / 16 h / Reflux; Inert atmosphere

6.1: hydrogenchloride / water / 2 h / 20 °C

7.1: triethylamine / toluene / 24 h / 60 °C

8.1: acetic anhydride; triethylamine / 3 h / 20 °C

9.1: hydroxylamine hydrochloride; sodium hydroxide / tetrahydrofuran; water / 5 °C

10.1: N-ethyl-N,N-diisopropylamine; N-[(dimethylamino)-3-oxo-1H-1,2,3-triazolo[4,5-b]pyridin-1-yl-methylene]-N-methylmethanaminium hexafluorophosphate / N,N-dimethyl-formamide / 0.25 h / 20 °C

10.2: 16 h / 20 °C

11.1: lithium hydroxide / tetrahydrofuran; water / 3 h / 20 °C

12.1: N-ethyl-N,N-diisopropylamine; N-[(dimethylamino)-3-oxo-1H-1,2,3-triazolo[4,5-b]pyridin-1-yl-methylene]-N-methylmethanaminium hexafluorophosphate / N,N-dimethyl-formamide / 0.25 h / 20 °C

12.2: 16 h / 20 °C

With hydrogenchloride; (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; palladium on activated charcoal; hydroxylamine hydrochloride; hydrogen; acetic anhydride; phenyltrimethylammonium tribromide; potassium carbonate; 1,8-diazabicyclo[5.4.0]undec-7-ene; triethylamine; N-ethyl-N,N-diisopropylamine; N-[(dimethylamino)-3-oxo-1H-1,2,3-triazolo[4,5-b]pyridin-1-yl-methylene]-N-methylmethanaminium hexafluorophosphate; lithium bromide; sodium hydroxide; lithium hydroxide; In tetrahydrofuran; 1,4-dioxane; dichloromethane; water; ethyl acetate; N,N-dimethyl-formamide; toluene;
DOI:10.1016/j.tetlet.2014.02.003