N-(3-nitro-5-((2-(piperidin-1-yl)ethyl)carbamoyl)phenyl)pyrrolidine-1-carboxamide

Base Information

Chemical Name:N-(3-nitro-5-((2-(piperidin-1-yl)ethyl)carbamoyl)phenyl)pyrrolidine-1-carboxamide
CAS No.:1616474-13-5
Molecular Formula:C₁₉H₂₇N₅O₄
Molecular Weight:389.454
Hs Code.:

Synonyms:N-(3-nitro-5-((2-(piperidin-1-yl)ethyl)carbamoyl)phenyl)pyrrolidine-1-carboxamide

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Chemical Property of N-(3-nitro-5-((2-(piperidin-1-yl)ethyl)carbamoyl)phenyl)pyrrolidine-1-carboxamide

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Technology Process of N-(3-nitro-5-((2-(piperidin-1-yl)ethyl)carbamoyl)phenyl)pyrrolidine-1-carboxamide

There total 5 articles about N-(3-nitro-5-((2-(piperidin-1-yl)ethyl)carbamoyl)phenyl)pyrrolidine-1-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: 80.0%

: 27578-60-5
1-(2-aminoethyl)piperidine

: 1616474-07-7
3-nitro-5-(pyrrolidine-1-carboxamido)benzoic acid

: 1616474-13-5
N-(3-nitro-5-((2-(piperidin-1-yl)ethyl)carbamoyl)phenyl)pyrrolidine-1-carboxamide

Guidance literature:: 3-nitro-5-(pyrrolidine-1-carboxamido)benzoic acid; With triethylamine; isobutyl chloroformate; In tetrahydrofuran; at -15 ℃; for 0.5h; Inert atmosphere;

1-(2-aminoethyl)piperidine; In tetrahydrofuran; at 20 ℃; for 2h;
DOI:10.1016/j.tet.2014.05.033

Reference yield:

: 99-34-3
3,5-dinitrobenzoic acid

: 1616474-13-5
N-(3-nitro-5-((2-(piperidin-1-yl)ethyl)carbamoyl)phenyl)pyrrolidine-1-carboxamide

Guidance literature:: Multi-step reaction with 5 steps

1.1: iron; acetic acid / 2 h / 120 °C

2.1: sulfuric acid / 16 h / Molecular sieve; Reflux

3.1: pyridine / dichloromethane / 1 h / -5 - 20 °C / Inert atmosphere

3.2: 16 h / Inert atmosphere

4.1: sodium hydroxide / ethanol; tetrahydrofuran; water / 1 h / 20 °C

4.2: pH 1 - 2

5.1: isobutyl chloroformate; triethylamine / tetrahydrofuran / 0.5 h / -15 °C / Inert atmosphere

5.2: 2 h / 20 °C

With pyridine; sulfuric acid; iron; acetic acid; triethylamine; sodium hydroxide; isobutyl chloroformate; In tetrahydrofuran; ethanol; dichloromethane; water;
DOI:10.1016/j.tet.2014.05.033

Reference yield:

: 618-84-8
3-amino-5-nitro-benzoic acid

: 1616474-13-5
N-(3-nitro-5-((2-(piperidin-1-yl)ethyl)carbamoyl)phenyl)pyrrolidine-1-carboxamide

Guidance literature:: Multi-step reaction with 4 steps

1.1: sulfuric acid / 16 h / Molecular sieve; Reflux

2.1: pyridine / dichloromethane / 1 h / -5 - 20 °C / Inert atmosphere

2.2: 16 h / Inert atmosphere

3.1: sodium hydroxide / ethanol; tetrahydrofuran; water / 1 h / 20 °C

3.2: pH 1 - 2

4.1: isobutyl chloroformate; triethylamine / tetrahydrofuran / 0.5 h / -15 °C / Inert atmosphere

4.2: 2 h / 20 °C

With pyridine; sulfuric acid; triethylamine; sodium hydroxide; isobutyl chloroformate; In tetrahydrofuran; ethanol; dichloromethane; water;
DOI:10.1016/j.tet.2014.05.033