4-{(1E)-3-[({1-[2,4-dichloro-3-(hydroxymethyl)phenyl]-1H-pyrrol-2-yl}methyl)amino]-3-oxo-1-propenyl}-N,N-dimethylbenzamide

Base Information

Chemical Name:4-{(1E)-3-[({1-[2,4-dichloro-3-(hydroxymethyl)phenyl]-1H-pyrrol-2-yl}methyl)amino]-3-oxo-1-propenyl}-N,N-dimethylbenzamide
CAS No.:189268-91-5
Molecular Formula:C₂₄H₂₃Cl₂N₃O₃
Molecular Weight:472.371
Hs Code.:

Synonyms:4-{(1E)-3-[({1-[2,4-dichloro-3-(hydroxymethyl)phenyl]-1H-pyrrol-2-yl}methyl)amino]-3-oxo-1-propenyl}-N,N-dimethylbenzamide

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Chemical Property of 4-{(1E)-3-[({1-[2,4-dichloro-3-(hydroxymethyl)phenyl]-1H-pyrrol-2-yl}methyl)amino]-3-oxo-1-propenyl}-N,N-dimethylbenzamide

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Technology Process of 4-{(1E)-3-[({1-[2,4-dichloro-3-(hydroxymethyl)phenyl]-1H-pyrrol-2-yl}methyl)amino]-3-oxo-1-propenyl}-N,N-dimethylbenzamide

There total 5 articles about 4-{(1E)-3-[({1-[2,4-dichloro-3-(hydroxymethyl)phenyl]-1H-pyrrol-2-yl}methyl)amino]-3-oxo-1-propenyl}-N,N-dimethylbenzamide 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: 100.0%

: 189268-90-4
4-{(1E)-3-[({1-[3-({[tert-butyl(diphenyl)silyl]oxy}methyl)-2,4-dichlorophenyl]-1H-pyrrol-2-yl}methyl)amino]-3-oxo-1-propenyl}-N,N-dimethylbenzamide

: 189268-91-5
4-{(1E)-3-[({1-[2,4-dichloro-3-(hydroxymethyl)phenyl]-1H-pyrrol-2-yl}methyl)amino]-3-oxo-1-propenyl}-N,N-dimethylbenzamide

Guidance literature:: With tetrabutyl ammonium fluoride; In tetrahydrofuran; for 1h;
DOI:10.1021/jm030159x

Reference yield:

: 167837-45-8
3-amino-1-(tert-butyldiphenylsilyloxymethyl)-2,6-dichlorobenzene

: 189268-91-5
4-{(1E)-3-[({1-[2,4-dichloro-3-(hydroxymethyl)phenyl]-1H-pyrrol-2-yl}methyl)amino]-3-oxo-1-propenyl}-N,N-dimethylbenzamide

Guidance literature:: Multi-step reaction with 5 steps

1.1: 85.9 percent / acetic acid / 1 h / 90 °C

2.1: CH₂Cl₂ / 1.5 h

2.2: 73.6 percent / DMF / CH₂Cl₂ / 1.5 h / -20 - 20 °C

3.1: 50.2 percent / lithium aluminum hydride / tetrahydrofuran / 1 h

4.1: 100 percent / 1-ethoxy-3-[3-(dimethylamino)propyl]carbodiimide*HCl; 1-hydroxybenzotriazole / dimethylformamide / 3 h

5.1: 100 percent / tetrabutylammonium fluoride / tetrahydrofuran / 1 h

With lithium aluminium tetrahydride; 1-(3-dimethylaminopropyl)-3-ethoxycarbodiimide hydrochloride; tetrabutyl ammonium fluoride; benzotriazol-1-ol; In tetrahydrofuran; dichloromethane; acetic acid; N,N-dimethyl-formamide;
DOI:10.1021/jm030159x

Reference yield:

: 189268-25-5
1-[3-(tert-butyldiphenylsilyloxymethyl)-2,4-dichlorophenyl]pyrrole

: 189268-91-5
4-{(1E)-3-[({1-[2,4-dichloro-3-(hydroxymethyl)phenyl]-1H-pyrrol-2-yl}methyl)amino]-3-oxo-1-propenyl}-N,N-dimethylbenzamide

Guidance literature:: Multi-step reaction with 4 steps

1.1: CH₂Cl₂ / 1.5 h

1.2: 73.6 percent / DMF / CH₂Cl₂ / 1.5 h / -20 - 20 °C

2.1: 50.2 percent / lithium aluminum hydride / tetrahydrofuran / 1 h

3.1: 100 percent / 1-ethoxy-3-[3-(dimethylamino)propyl]carbodiimide*HCl; 1-hydroxybenzotriazole / dimethylformamide / 3 h

4.1: 100 percent / tetrabutylammonium fluoride / tetrahydrofuran / 1 h

With lithium aluminium tetrahydride; 1-(3-dimethylaminopropyl)-3-ethoxycarbodiimide hydrochloride; tetrabutyl ammonium fluoride; benzotriazol-1-ol; In tetrahydrofuran; dichloromethane; N,N-dimethyl-formamide;
DOI:10.1021/jm030159x