N-(2-methyl-3-ethyl-4-oxo-4,5,6,7-tetrahydro-5-indolylacetyl)-4-(p-fluorobenzoyl)piperidine

Base Information

Chemical Name:N-(2-methyl-3-ethyl-4-oxo-4,5,6,7-tetrahydro-5-indolylacetyl)-4-(p-fluorobenzoyl)piperidine
CAS No.:235425-98-6
Molecular Formula:C₂₅H₂₉FN₂O₃
Molecular Weight:424.515
Hs Code.:

Synonyms:N-(2-methyl-3-ethyl-4-oxo-4,5,6,7-tetrahydro-5-indolylacetyl)-4-(p-fluorobenzoyl)piperidine

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Chemical Property of N-(2-methyl-3-ethyl-4-oxo-4,5,6,7-tetrahydro-5-indolylacetyl)-4-(p-fluorobenzoyl)piperidine

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Technology Process of N-(2-methyl-3-ethyl-4-oxo-4,5,6,7-tetrahydro-5-indolylacetyl)-4-(p-fluorobenzoyl)piperidine

There total 9 articles about N-(2-methyl-3-ethyl-4-oxo-4,5,6,7-tetrahydro-5-indolylacetyl)-4-(p-fluorobenzoyl)piperidine 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: 85.0%

: 56346-57-7
(4-fluorophenyl)-piperidin-4-ylmethanone

: 144219-66-9
3-ethyl-2-methyl-4-oxo-1H-4,5,6,7-tetrahydro-5-indoleacetic acid

: 235425-98-6
N-(2-methyl-3-ethyl-4-oxo-4,5,6,7-tetrahydro-5-indolylacetyl)-4-(p-fluorobenzoyl)piperidine

Guidance literature:: With benzotriazol-1-ol; dicyclohexyl-carbodiimide; In N,N-dimethyl-formamide; for 16h; Ambient temperature;
DOI:10.1248/cpb.47.621

Reference yield:

: 504-02-9
1,3-cylohexanedione

: 235425-98-6
N-(2-methyl-3-ethyl-4-oxo-4,5,6,7-tetrahydro-5-indolylacetyl)-4-(p-fluorobenzoyl)piperidine

Guidance literature:: Multi-step reaction with 5 steps

1: 60 percent / Zn, 70 percent AcOH / 45 h / Heating

2: 1.) NaH / 1.) DMF, RT, 1 h, 2.) DMF, 65 deg C, 12 h

3: 1.) LDA / 1.) THF, -70 deg C, 1 h, 2.) THF, a) -70 deg C, 30 min, b) RT, 18 h

4: 75 percent / NaOH / methanol / 2 h / Heating

5: 85 percent / 1-hydroxybenzotriazole, N,N-dicyclohexylcarbodiimide / dimethylformamide / 16 h / Ambient temperature

With sodium hydroxide; sodium hydride; benzotriazol-1-ol; acetic acid; dicyclohexyl-carbodiimide; zinc; lithium diisopropyl amide; In methanol; N,N-dimethyl-formamide;
DOI:10.1248/cpb.47.621

Reference yield:

: 6116-76-3
3-ethyl-2-methyl-4-oxo-1H-4,5,6,7-tetrahydroindole

: 235425-98-6
N-(2-methyl-3-ethyl-4-oxo-4,5,6,7-tetrahydro-5-indolylacetyl)-4-(p-fluorobenzoyl)piperidine

Guidance literature:: Multi-step reaction with 4 steps

1: 1.) NaH / 1.) DMF, RT, 1 h, 2.) DMF, 65 deg C, 12 h

2: 1.) LDA / 1.) THF, -70 deg C, 1 h, 2.) THF, a) -70 deg C, 30 min, b) RT, 18 h

3: 75 percent / NaOH / methanol / 2 h / Heating

4: 1.) 1-hydroxybenzotriazole, 2.) dicyclohexylcarbodiimide / 1.) DMF, RT, 15 min, 2.) DMF, RT, 20 h

With sodium hydroxide; sodium hydride; benzotriazol-1-ol; dicyclohexyl-carbodiimide; lithium diisopropyl amide; In methanol;
DOI:10.1248/cpb.47.621