4-{[6-cyclopropyl-1-methyl-4-(trifluoromethyl)-1H-benzimidazol-2-yl]carbonyl}-1-(trans-4-hydroxycyclohexyl)-2-piperazinone

Base Information

Chemical Name:4-{[6-cyclopropyl-1-methyl-4-(trifluoromethyl)-1H-benzimidazol-2-yl]carbonyl}-1-(trans-4-hydroxycyclohexyl)-2-piperazinone
CAS No.:1326309-48-1
Molecular Formula:C₂₃H₂₇F₃N₄O₃
Molecular Weight:464.488
Hs Code.:

Synonyms:4-{[6-cyclopropyl-1-methyl-4-(trifluoromethyl)-1H-benzimidazol-2-yl]carbonyl}-1-(trans-4-hydroxycyclohexyl)-2-piperazinone

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Chemical Property of 4-{[6-cyclopropyl-1-methyl-4-(trifluoromethyl)-1H-benzimidazol-2-yl]carbonyl}-1-(trans-4-hydroxycyclohexyl)-2-piperazinone

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Technology Process of 4-{[6-cyclopropyl-1-methyl-4-(trifluoromethyl)-1H-benzimidazol-2-yl]carbonyl}-1-(trans-4-hydroxycyclohexyl)-2-piperazinone

There total 5 articles about 4-{[6-cyclopropyl-1-methyl-4-(trifluoromethyl)-1H-benzimidazol-2-yl]carbonyl}-1-(trans-4-hydroxycyclohexyl)-2-piperazinone 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: 84.0%

: 1326309-49-2
methyl 6-cyclopropyl-1-methyl-4-(trifluoromethyl)-1H-benzimidazole-2-carboxylate

: 1284244-94-5
1-(trans-4-hydroxycyclohexyl)-2-piperazinone hydrochloride

: 1326309-48-1
4-{[6-cyclopropyl-1-methyl-4-(trifluoromethyl)-1H-benzimidazol-2-yl]carbonyl}-1-(trans-4-hydroxycyclohexyl)-2-piperazinone

Guidance literature:: methyl 6-cyclopropyl-1-methyl-4-(trifluoromethyl)-1H-benzimidazole-2-carboxylate; With sodium hydroxide; In tetrahydrofuran; water; at 20 ℃; for 0.25h;

1-(trans-4-hydroxycyclohexyl)-2-piperazinone hydrochloride; 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; for 2h;
DOI:10.1021/jm400125h

Reference yield:

: 157026-19-2
5-bromo-3-(trifluoromethyl)-1,2-benzenediamine

: 1326309-48-1
4-{[6-cyclopropyl-1-methyl-4-(trifluoromethyl)-1H-benzimidazol-2-yl]carbonyl}-1-(trans-4-hydroxycyclohexyl)-2-piperazinone

Guidance literature:: Multi-step reaction with 5 steps

1.1: acetic acid / 1 h / 20 °C

2.1: sodium carbonate / 2 h / Reflux

2.2: 2 h / Reflux

3.1: caesium carbonate / N,N-dimethyl-formamide / 20 °C

4.1: potassium phosphate; dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂ / 1,4-dioxane / 6 h / 90 °C

5.1: sodium hydroxide / water; tetrahydrofuran / 0.25 h / 20 °C

5.2: 2 h

With potassium phosphate; dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂; sodium carbonate; caesium carbonate; acetic acid; sodium hydroxide; In tetrahydrofuran; 1,4-dioxane; water; N,N-dimethyl-formamide; 4.1: |Suzuki Coupling;
DOI:10.1021/jm400125h

Reference yield:

: 1326309-40-3
6-bromo-2-(trichloromethyl)-4-(trifluoromethyl)-1H-benzimidazole

: 1326309-48-1
4-{[6-cyclopropyl-1-methyl-4-(trifluoromethyl)-1H-benzimidazol-2-yl]carbonyl}-1-(trans-4-hydroxycyclohexyl)-2-piperazinone

Guidance literature:: Multi-step reaction with 4 steps

1.1: sodium carbonate / 2 h / Reflux

1.2: 2 h / Reflux

2.1: caesium carbonate / N,N-dimethyl-formamide / 20 °C

3.1: potassium phosphate; dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂ / 1,4-dioxane / 6 h / 90 °C

4.1: sodium hydroxide / water; tetrahydrofuran / 0.25 h / 20 °C

4.2: 2 h

With potassium phosphate; dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂; sodium carbonate; caesium carbonate; sodium hydroxide; In tetrahydrofuran; 1,4-dioxane; water; N,N-dimethyl-formamide; 3.1: |Suzuki Coupling;
DOI:10.1021/jm400125h