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

Base Information

Chemical Name:5-(5-(3,5-dichlorophenyl)-5-(trifluoromethyl)-4,5-dihydroisoxazol-3-yl)-N-(2-oxo-2-(2,2,2-trifluoroethylamino)ethyl)indolizine-8-carboxamide
CAS No.:1312697-19-0
Molecular Formula:C₂₃H₁₆Cl₂F₆N₄O₃
Molecular Weight:581.301
Hs Code.:

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

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

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

There total 16 articles about 5-(5-(3,5-dichlorophenyl)-5-(trifluoromethyl)-4,5-dihydroisoxazol-3-yl)-N-(2-oxo-2-(2,2,2-trifluoroethylamino)ethyl)indolizine-8-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: 26.0%

: 1312697-19-0
5-(5-(3,5-dichlorophenyl)-5-(trifluoromethyl)-4,5-dihydroisoxazol-3-yl)-N-(2-oxo-2-(2,2,2-trifluoroethylamino)ethyl)indolizine-8-carboxamide

Guidance literature:

Reference yield:

: 1312697-82-7
5-(5-(3,5-dichlorophenyl)-5-(trifluoromethyl)-4,5-dihydroisoxazol-3-yl)indolizine-8-carboxylic acid

: 1171331-39-7
1-oxo-1-N-(2,2,2-trifluoroethyl)-1,2-diaminoethane hydrochloride

: 1312697-19-0
5-(5-(3,5-dichlorophenyl)-5-(trifluoromethyl)-4,5-dihydroisoxazol-3-yl)-N-(2-oxo-2-(2,2,2-trifluoroethylamino)ethyl)indolizine-8-carboxamide

Guidance literature:: With triethylamine; 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 16h;
DOI:10.1016/j.tetlet.2014.02.003

Reference yield:

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

: 1312697-19-0
5-(5-(3,5-dichlorophenyl)-5-(trifluoromethyl)-4,5-dihydroisoxazol-3-yl)-N-(2-oxo-2-(2,2,2-trifluoroethylamino)ethyl)indolizine-8-carboxamide

Guidance literature:: Multi-step reaction with 13 steps

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

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

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

4: 1,8-diazabicyclo[5.4.0]undec-7-ene / tetrahydrofuran / 3 h / 20 °C

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

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

7: methanol; sodium tetrahydroborate / 16 h / 0 - 20 °C / Inert atmosphere

8: (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; carbon monoxide; triethylamine / 2 h / 50 °C / 2585.81 Torr

9: manganese(IV) oxide / dichloromethane / 16 h / 0 - 20 °C

10: hydroxylamine hydrochloride; sodium acetate / tetrahydrofuran; water / 2 h / 20 °C

11: [bis(acetoxy)iodo]benzene / tetrahydrofuran / 2 h / 68 °C

12: sodium hydroxide / tetrahydrofuran; water / 3 h / 20 °C

13: triethylamine; N-[(dimethylamino)-3-oxo-1H-1,2,3-triazolo[4,5-b]pyridin-1-yl-methylene]-N-methylmethanaminium hexafluorophosphate / N,N-dimethyl-formamide / 16 h / 20 °C

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