N-(3-chloro-4-(pyridin-2-ylmethoxy)phenyl)-5-(4-(dimethylamino)but-2-enamido)-4-ethoxy-2-nitrobenzamide

Base Information

Chemical Name:N-(3-chloro-4-(pyridin-2-ylmethoxy)phenyl)-5-(4-(dimethylamino)but-2-enamido)-4-ethoxy-2-nitrobenzamide
CAS No.:1436405-71-8
Molecular Formula:C₂₇H₂₈ClN₅O₆
Molecular Weight:554.002
Hs Code.:

Synonyms:N-(3-chloro-4-(pyridin-2-ylmethoxy)phenyl)-5-(4-(dimethylamino)but-2-enamido)-4-ethoxy-2-nitrobenzamide

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Chemical Property of N-(3-chloro-4-(pyridin-2-ylmethoxy)phenyl)-5-(4-(dimethylamino)but-2-enamido)-4-ethoxy-2-nitrobenzamide

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Technology Process of N-(3-chloro-4-(pyridin-2-ylmethoxy)phenyl)-5-(4-(dimethylamino)but-2-enamido)-4-ethoxy-2-nitrobenzamide

There total 11 articles about N-(3-chloro-4-(pyridin-2-ylmethoxy)phenyl)-5-(4-(dimethylamino)but-2-enamido)-4-ethoxy-2-nitrobenzamide 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: 25.0%

: 4-(dimethylamino)but-2-enoic acid hydrobromide

: 1436405-70-7
5-amino-N-(3-chloro-4-(pyridin-2-ylmethoxy)phenyl)-4-ethoxy-2-nitrobenzamide

: 1436405-71-8
N-(3-chloro-4-(pyridin-2-ylmethoxy)phenyl)-5-(4-(dimethylamino)but-2-enamido)-4-ethoxy-2-nitrobenzamide

Guidance literature:: 4-(dimethylamino)but-2-enoic acid hydrobromide; With oxalyl dichloride; N,N-dimethyl-formamide; In tetrahydrofuran; at 26 - 30 ℃; for 1.5h; Inert atmosphere;

5-amino-N-(3-chloro-4-(pyridin-2-ylmethoxy)phenyl)-4-ethoxy-2-nitrobenzamide; In tetrahydrofuran; 1-methyl-pyrrolidin-2-one; at 0 ℃; for 3h;
DOI:10.1016/j.bmc.2013.03.053

Reference yield:

: 91004-38-5
3-acetamido-4-hydroxybenzoic acid

: 1436405-71-8
N-(3-chloro-4-(pyridin-2-ylmethoxy)phenyl)-5-(4-(dimethylamino)but-2-enamido)-4-ethoxy-2-nitrobenzamide

Guidance literature:: Multi-step reaction with 6 steps

1.1: potassium carbonate / N,N-dimethyl-formamide / 1 h / 60 °C

2.1: acetic acid; nitric acid / 6 h / 25 - 35 °C

3.1: thionyl chloride / dichloromethane / 1 h / Reflux

4.1: dichloromethane / 0.5 h / 0 °C

5.1: potassium carbonate / tetrahydrofuran; methanol / 3 h / 20 °C

6.1: oxalyl dichloride; N,N-dimethyl-formamide / tetrahydrofuran / 1.5 h / 26 - 30 °C / Inert atmosphere

6.2: 3 h / 0 °C

With thionyl chloride; oxalyl dichloride; nitric acid; potassium carbonate; acetic acid; N,N-dimethyl-formamide; In tetrahydrofuran; methanol; dichloromethane; N,N-dimethyl-formamide;
DOI:10.1016/j.bmc.2013.03.053

Reference yield:

: 1356916-92-1
3-acetamido-4-ethoxybenzoic acid

: 1436405-71-8
N-(3-chloro-4-(pyridin-2-ylmethoxy)phenyl)-5-(4-(dimethylamino)but-2-enamido)-4-ethoxy-2-nitrobenzamide

Guidance literature:: Multi-step reaction with 5 steps

1.1: acetic acid; nitric acid / 6 h / 25 - 35 °C

2.1: thionyl chloride / dichloromethane / 1 h / Reflux

3.1: dichloromethane / 0.5 h / 0 °C

4.1: potassium carbonate / tetrahydrofuran; methanol / 3 h / 20 °C

5.1: oxalyl dichloride; N,N-dimethyl-formamide / tetrahydrofuran / 1.5 h / 26 - 30 °C / Inert atmosphere

5.2: 3 h / 0 °C

With thionyl chloride; oxalyl dichloride; nitric acid; potassium carbonate; acetic acid; N,N-dimethyl-formamide; In tetrahydrofuran; methanol; dichloromethane;
DOI:10.1016/j.bmc.2013.03.053