N-cyclohexyl-5-methyl-3-(1-(3-(trifluoromethyl)phenyl)-1H-indol-3-yl)-4,5-dihydroisoxazole-5-carboxamide

Base Information

Chemical Name:N-cyclohexyl-5-methyl-3-(1-(3-(trifluoromethyl)phenyl)-1H-indol-3-yl)-4,5-dihydroisoxazole-5-carboxamide
CAS No.:1283629-07-1
Molecular Formula:C₂₆H₂₆F₃N₃O₂
Molecular Weight:469.507
Hs Code.:

Synonyms:N-cyclohexyl-5-methyl-3-(1-(3-(trifluoromethyl)phenyl)-1H-indol-3-yl)-4,5-dihydroisoxazole-5-carboxamide

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Chemical Property of N-cyclohexyl-5-methyl-3-(1-(3-(trifluoromethyl)phenyl)-1H-indol-3-yl)-4,5-dihydroisoxazole-5-carboxamide

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Technology Process of N-cyclohexyl-5-methyl-3-(1-(3-(trifluoromethyl)phenyl)-1H-indol-3-yl)-4,5-dihydroisoxazole-5-carboxamide

There total 7 articles about N-cyclohexyl-5-methyl-3-(1-(3-(trifluoromethyl)phenyl)-1H-indol-3-yl)-4,5-dihydroisoxazole-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: 33.0%

: 1283629-16-2
5-methyl-3-(1-(3-(trifluoromethyl)phenyl)-1H-indol-3-yl)-4,5-dihydroisoxazole-5-carboxylic acid

: 108-91-8,157973-60-9
cyclohexylamine

: 1283629-07-1
N-cyclohexyl-5-methyl-3-(1-(3-(trifluoromethyl)phenyl)-1H-indol-3-yl)-4,5-dihydroisoxazole-5-carboxamide

Guidance literature:: With thionyl chloride; triethylamine; In tetrahydrofuran; at 20 ℃; for 16h; Inert atmosphere;
DOI:10.1016/j.bmcl.2010.12.127

Reference yield:

: 120-72-9
indole

: 1283629-07-1
N-cyclohexyl-5-methyl-3-(1-(3-(trifluoromethyl)phenyl)-1H-indol-3-yl)-4,5-dihydroisoxazole-5-carboxamide

Guidance literature:: Multi-step reaction with 6 steps

1.1: copper(l) iodide; caesium carbonate / N,N-dimethyl-formamide / 3 h / 165 °C

2.1: trichlorophosphate / 0.25 h / 0 °C / Inert atmosphere

2.2: 2 h / 164 °C / Inert atmosphere

3.1: hydroxylamine hydrochloride / pyridine; ethanol / 16 h / 20 °C / Inert atmosphere

4.1: sodium hypochlorite / tetrahydrofuran / 16 h / 20 °C / Inert atmosphere

5.1: lithium hydroxide monohydrate / tetrahydrofuran; methanol; water / 3 h / 20 °C

6.1: thionyl chloride; triethylamine / tetrahydrofuran / 16 h / 20 °C / Inert atmosphere

With sodium hypochlorite; copper(l) iodide; thionyl chloride; lithium hydroxide monohydrate; hydroxylamine hydrochloride; caesium carbonate; triethylamine; trichlorophosphate; In tetrahydrofuran; pyridine; methanol; ethanol; water; N,N-dimethyl-formamide;
DOI:10.1016/j.bmcl.2010.12.127

Reference yield:

: 1086582-55-9
1-(3-(trifluoromethyl)phenyl)-1H-indole-3-carbaldehyde

: 1283629-07-1
N-cyclohexyl-5-methyl-3-(1-(3-(trifluoromethyl)phenyl)-1H-indol-3-yl)-4,5-dihydroisoxazole-5-carboxamide

Guidance literature:: Multi-step reaction with 4 steps

1: hydroxylamine hydrochloride / pyridine; ethanol / 16 h / 20 °C / Inert atmosphere

2: sodium hypochlorite / tetrahydrofuran / 16 h / 20 °C / Inert atmosphere

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

4: thionyl chloride; triethylamine / tetrahydrofuran / 16 h / 20 °C / Inert atmosphere

With sodium hypochlorite; thionyl chloride; lithium hydroxide monohydrate; hydroxylamine hydrochloride; triethylamine; In tetrahydrofuran; pyridine; methanol; ethanol; water;
DOI:10.1016/j.bmcl.2010.12.127