N-(3-(3,4-dichlorophenyl)propyl)-1-ethyl-5-oxo-4-((3-(piperidin-1-yl)propyl)amino)-2,5-dihydro-1H-pyrrole-3-carboxamide

Base Information

Chemical Name:N-(3-(3,4-dichlorophenyl)propyl)-1-ethyl-5-oxo-4-((3-(piperidin-1-yl)propyl)amino)-2,5-dihydro-1H-pyrrole-3-carboxamide
CAS No.:1429292-84-1
Molecular Formula:C₂₄H₃₄Cl₂N₄O₂
Molecular Weight:481.466
Hs Code.:

Synonyms:N-(3-(3,4-dichlorophenyl)propyl)-1-ethyl-5-oxo-4-((3-(piperidin-1-yl)propyl)amino)-2,5-dihydro-1H-pyrrole-3-carboxamide

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Chemical Property of N-(3-(3,4-dichlorophenyl)propyl)-1-ethyl-5-oxo-4-((3-(piperidin-1-yl)propyl)amino)-2,5-dihydro-1H-pyrrole-3-carboxamide

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Technology Process of N-(3-(3,4-dichlorophenyl)propyl)-1-ethyl-5-oxo-4-((3-(piperidin-1-yl)propyl)amino)-2,5-dihydro-1H-pyrrole-3-carboxamide

There total 11 articles about N-(3-(3,4-dichlorophenyl)propyl)-1-ethyl-5-oxo-4-((3-(piperidin-1-yl)propyl)amino)-2,5-dihydro-1H-pyrrole-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: 31.0%

: 3529-08-6
1-(3-aminopropyl)piperidine

: 1429291-83-7
N-(3-(3,4-dichlorophenyl)propyl)-1-ethyl-4-hydroxy-5-oxo-2,5-dihydro-1H-pyrrole-3-carboxamide

: 1429292-84-1
N-(3-(3,4-dichlorophenyl)propyl)-1-ethyl-5-oxo-4-((3-(piperidin-1-yl)propyl)amino)-2,5-dihydro-1H-pyrrole-3-carboxamide

Guidance literature:: With acetic acid; In methanol; ethanol; at 120 ℃; for 1.5h; Inert atmosphere; Microwave irradiation;
DOI:10.1021/acsmedchemlett.8b00138

Reference yield:

: 1146294-57-6
ethyl 1-ethyl-4-methoxy-5-oxo-2,5-dihydro-1H-pyrrole-3-carboxylate

: 1429292-84-1
N-(3-(3,4-dichlorophenyl)propyl)-1-ethyl-5-oxo-4-((3-(piperidin-1-yl)propyl)amino)-2,5-dihydro-1H-pyrrole-3-carboxamide

Guidance literature:: Multi-step reaction with 5 steps

1: sodium hydroxide / methanol; water / 1 h / 70 °C / Inert atmosphere

2: oxalyl dichloride; N,N-dimethyl-formamide / dichloromethane / 4 h / 20 °C / Inert atmosphere

3: N-ethyl-N,N-diisopropylamine / dichloromethane / 20 °C / Inert atmosphere

4: boron trichloride / dichloromethane / 5 h / 20 °C / Inert atmosphere

5: acetic acid / methanol; ethanol / 1.5 h / 120 °C / Inert atmosphere; Microwave irradiation

With oxalyl dichloride; boron trichloride; acetic acid; N-ethyl-N,N-diisopropylamine; N,N-dimethyl-formamide; sodium hydroxide; In methanol; ethanol; dichloromethane; water;
DOI:10.1021/acsmedchemlett.8b00138

Reference yield:

: 25173-68-6
3(3,4-dichlorophenyl)propanoic acid

: 1429292-84-1
N-(3-(3,4-dichlorophenyl)propyl)-1-ethyl-5-oxo-4-((3-(piperidin-1-yl)propyl)amino)-2,5-dihydro-1H-pyrrole-3-carboxamide

Guidance literature:: Multi-step reaction with 6 steps

1: oxalyl dichloride; N,N-dimethyl-formamide / dichloromethane / 2.83 h / 0 - 20 °C / Inert atmosphere

2: ammonium hydroxide / diethyl ether; water / 16 h / 0 - 20 °C / Inert atmosphere

3: lithium aluminium tetrahydride / tetrahydrofuran / 1.5 h / 60 °C / Inert atmosphere

4: N-ethyl-N,N-diisopropylamine / dichloromethane / 20 °C / Inert atmosphere

5: boron trichloride / dichloromethane / 5 h / 20 °C / Inert atmosphere

6: acetic acid / methanol; ethanol / 1.5 h / 120 °C / Inert atmosphere; Microwave irradiation

With ammonium hydroxide; lithium aluminium tetrahydride; oxalyl dichloride; boron trichloride; acetic acid; N-ethyl-N,N-diisopropylamine; N,N-dimethyl-formamide; In tetrahydrofuran; methanol; diethyl ether; ethanol; dichloromethane; water;
DOI:10.1021/acsmedchemlett.8b00138