5-[2,4-dihydroxy-6-(4-nitrophenoxy)phenyl]-N-[1-(4,4,4-trifluorobutyl)piperidin-4-yl]isoxazole-3-carboxamide

Base Information

Chemical Name:5-[2,4-dihydroxy-6-(4-nitrophenoxy)phenyl]-N-[1-(4,4,4-trifluorobutyl)piperidin-4-yl]isoxazole-3-carboxamide
CAS No.:1253585-20-4
Molecular Formula:C₂₅H₂₅F₃N₄O₇
Molecular Weight:550.491
Hs Code.:

Synonyms:5-[2,4-dihydroxy-6-(4-nitrophenoxy)phenyl]-N-[1-(4,4,4-trifluorobutyl)piperidin-4-yl]isoxazole-3-carboxamide

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Chemical Property of 5-[2,4-dihydroxy-6-(4-nitrophenoxy)phenyl]-N-[1-(4,4,4-trifluorobutyl)piperidin-4-yl]isoxazole-3-carboxamide

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Technology Process of 5-[2,4-dihydroxy-6-(4-nitrophenoxy)phenyl]-N-[1-(4,4,4-trifluorobutyl)piperidin-4-yl]isoxazole-3-carboxamide

There total 7 articles about 5-[2,4-dihydroxy-6-(4-nitrophenoxy)phenyl]-N-[1-(4,4,4-trifluorobutyl)piperidin-4-yl]isoxazole-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: 44.0%

: 406-81-5
1-Bromo-4,4,4-trifluorobutane

: 1253584-63-2
5-[2,4-dihydroxy-6-(4-nitrophenoxy)phenyl]-N-(piperidin-4-yl)isoxazole-3-carboxamide hydrochloride

: 1253585-20-4
5-[2,4-dihydroxy-6-(4-nitrophenoxy)phenyl]-N-[1-(4,4,4-trifluorobutyl)piperidin-4-yl]isoxazole-3-carboxamide

Guidance literature:: With N-ethyl-N,N-diisopropylamine; In N,N-dimethyl-formamide; at 20 ℃;
DOI:10.1016/j.bmc.2013.09.018

Reference yield:

: 480-66-0,67471-34-5
2,4,6-trihydroxyacetophenone

: 1253585-20-4
5-[2,4-dihydroxy-6-(4-nitrophenoxy)phenyl]-N-[1-(4,4,4-trifluorobutyl)piperidin-4-yl]isoxazole-3-carboxamide

Guidance literature:: Multi-step reaction with 7 steps

1.1: zinc dibromide; acetyl chloride / dichloromethane / 3.5 h / 20 - 30 °C

1.2: 5 - 10 °C

2.1: potassium carbonate / dimethyl sulfoxide; water / 6.4 h / 20 - 55 °C

3.1: sodium t-butanolate / tetrahydrofuran / 3 h / -10 - 20 °C

4.1: sodium acetate; hydroxylamine hydrochloride / ethanol; tetrahydrofuran / 2 h / 20 °C

4.2: 24 h / pH 2

5.1: dichloromethane / 24 h / 80 °C

6.1: hydrogenchloride; ethanol / 1,4-dioxane / 5 h / 20 °C

7.1: N-ethyl-N,N-diisopropylamine / N,N-dimethyl-formamide / 20 °C

With hydrogenchloride; ethanol; hydroxylamine hydrochloride; sodium acetate; potassium carbonate; N-ethyl-N,N-diisopropylamine; acetyl chloride; zinc dibromide; sodium t-butanolate; In tetrahydrofuran; 1,4-dioxane; ethanol; dichloromethane; water; dimethyl sulfoxide; N,N-dimethyl-formamide;
DOI:10.1016/j.bmc.2013.09.018

Reference yield:

: 65490-09-7
2'-hydroxy-4',6'-bis(methoxymethoxy)acetophenone

: 1253585-20-4
5-[2,4-dihydroxy-6-(4-nitrophenoxy)phenyl]-N-[1-(4,4,4-trifluorobutyl)piperidin-4-yl]isoxazole-3-carboxamide

Guidance literature:: Multi-step reaction with 6 steps

1.1: potassium carbonate / dimethyl sulfoxide; water / 6.4 h / 20 - 55 °C

2.1: sodium t-butanolate / tetrahydrofuran / 3 h / -10 - 20 °C

3.1: sodium acetate; hydroxylamine hydrochloride / ethanol; tetrahydrofuran / 2 h / 20 °C

3.2: 24 h / pH 2

4.1: dichloromethane / 24 h / 80 °C

5.1: hydrogenchloride; ethanol / 1,4-dioxane / 5 h / 20 °C

6.1: N-ethyl-N,N-diisopropylamine / N,N-dimethyl-formamide / 20 °C

With hydrogenchloride; ethanol; hydroxylamine hydrochloride; sodium acetate; potassium carbonate; N-ethyl-N,N-diisopropylamine; sodium t-butanolate; In tetrahydrofuran; 1,4-dioxane; ethanol; dichloromethane; water; dimethyl sulfoxide; N,N-dimethyl-formamide;
DOI:10.1016/j.bmc.2013.09.018