(S)-3-(3-azidophenyl)-4-(4-chlorophenyl)-1-[2-(2,2-dimethyl-1,3-dioxolan-4-yl)ethyl]-N-[3-(4-methylpiperazin-1-yl)propyl]-1H-pyrrole-2-carboxamide

Base Information

Chemical Name:(S)-3-(3-azidophenyl)-4-(4-chlorophenyl)-1-[2-(2,2-dimethyl-1,3-dioxolan-4-yl)ethyl]-N-[3-(4-methylpiperazin-1-yl)propyl]-1H-pyrrole-2-carboxamide
CAS No.:1376191-31-9
Molecular Formula:C₃₂H₄₀ClN₇O₃
Molecular Weight:606.168
Hs Code.:

Synonyms:(S)-3-(3-azidophenyl)-4-(4-chlorophenyl)-1-[2-(2,2-dimethyl-1,3-dioxolan-4-yl)ethyl]-N-[3-(4-methylpiperazin-1-yl)propyl]-1H-pyrrole-2-carboxamide

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Chemical Property of (S)-3-(3-azidophenyl)-4-(4-chlorophenyl)-1-[2-(2,2-dimethyl-1,3-dioxolan-4-yl)ethyl]-N-[3-(4-methylpiperazin-1-yl)propyl]-1H-pyrrole-2-carboxamide

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Technology Process of (S)-3-(3-azidophenyl)-4-(4-chlorophenyl)-1-[2-(2,2-dimethyl-1,3-dioxolan-4-yl)ethyl]-N-[3-(4-methylpiperazin-1-yl)propyl]-1H-pyrrole-2-carboxamide

There total 5 articles about (S)-3-(3-azidophenyl)-4-(4-chlorophenyl)-1-[2-(2,2-dimethyl-1,3-dioxolan-4-yl)ethyl]-N-[3-(4-methylpiperazin-1-yl)propyl]-1H-pyrrole-2-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: 51.0%

: 1376191-03-5
(S)-4-(4-chlorophenyl)-1-[2-(2,2-dimethyl-1,3-dioxolan-4-yl)ethyl]-3-(3-iodophenyl)-N-[3-(4-methylpiperazin-1-yl)propyl]-1H-pyrrole-2-carboxamide

: 1376191-31-9
(S)-3-(3-azidophenyl)-4-(4-chlorophenyl)-1-[2-(2,2-dimethyl-1,3-dioxolan-4-yl)ethyl]-N-[3-(4-methylpiperazin-1-yl)propyl]-1H-pyrrole-2-carboxamide

Guidance literature:: With copper(l) iodide; sodium azide; L-proline; sodium hydroxide; In dimethyl sulfoxide; at 70 ℃; Inert atmosphere;
DOI:10.1021/jm300178u

Reference yield:

: 1376190-98-5
(S)-ethyl 4-(4-chlorophenyl)-1-[2-(2,2-dimethyl-1,3-dioxolan-4-yl)ethyl]-3-(3-iodophenyl)-1H-pyrrole-2-carboxylate

: 1376191-31-9
(S)-3-(3-azidophenyl)-4-(4-chlorophenyl)-1-[2-(2,2-dimethyl-1,3-dioxolan-4-yl)ethyl]-N-[3-(4-methylpiperazin-1-yl)propyl]-1H-pyrrole-2-carboxamide

Guidance literature:: Multi-step reaction with 3 steps

1.1: potassium hydroxide / tetrahydrofuran; methanol; water / Reflux; Inert atmosphere

1.2: Inert atmosphere

2.1: benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; N-ethyl-N,N-diisopropylamine / dichloromethane / 8 h

2.2: 0.17 h

3.1: copper(l) iodide; sodium azide; L-proline; sodium hydroxide / dimethyl sulfoxide / 70 °C / Inert atmosphere

With copper(l) iodide; sodium azide; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; N-ethyl-N,N-diisopropylamine; L-proline; potassium hydroxide; sodium hydroxide; In tetrahydrofuran; methanol; dichloromethane; water; dimethyl sulfoxide;
DOI:10.1021/jm300178u

Reference yield:

: 696-41-3
m-iodobenzaldehyde

: 1376191-31-9
(S)-3-(3-azidophenyl)-4-(4-chlorophenyl)-1-[2-(2,2-dimethyl-1,3-dioxolan-4-yl)ethyl]-N-[3-(4-methylpiperazin-1-yl)propyl]-1H-pyrrole-2-carboxamide

Guidance literature:: Multi-step reaction with 6 steps

1.1: potassium carbonate / methanol / Reflux; Inert atmosphere

2.1: potassium tert-butylate / tetrahydrofuran; N,N-dimethyl-formamide / 1 h / 0 °C / Inert atmosphere

3.1: potassium carbonate / N,N-dimethyl-formamide / 8 h / 60 °C / Inert atmosphere

4.1: potassium hydroxide / tetrahydrofuran; methanol; water / Reflux; Inert atmosphere

4.2: Inert atmosphere

5.1: benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; N-ethyl-N,N-diisopropylamine / dichloromethane / 8 h

5.2: 0.17 h

6.1: copper(l) iodide; sodium azide; L-proline; sodium hydroxide / dimethyl sulfoxide / 70 °C / Inert atmosphere

With copper(l) iodide; sodium azide; potassium tert-butylate; potassium carbonate; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; N-ethyl-N,N-diisopropylamine; L-proline; potassium hydroxide; sodium hydroxide; In tetrahydrofuran; methanol; dichloromethane; water; dimethyl sulfoxide; N,N-dimethyl-formamide;
DOI:10.1021/jm300178u