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

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-(2-pyridynylmethyl)benzamide
CAS No.:189268-95-9
Molecular Formula:C₂₈H₂₄Cl₂N₄O₃
Molecular Weight:535.43
Hs Code.:

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

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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-(2-pyridynylmethyl)benzamide

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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-(2-pyridynylmethyl)benzamide

There total 9 articles about 4-{(1E)-3-[({1-[2,4-dichloro-3-(hydroxymethyl)phenyl]-1H-pyrrol-2-yl}methyl)amino]-3-oxo-1-propenyl}-N-(2-pyridynylmethyl)benzamide 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: 77.7%

: 189268-93-7
1-(3-tert-Butyldiphenylsilyloxymethyl-2,4-dichlorophenyl)-2-[4-[N-(pyridin-2-ylmethyl)carbamoyl]-cinnamoylaminomethyl]pyrrole

: 189268-95-9
4-{(1E)-3-[({1-[2,4-dichloro-3-(hydroxymethyl)phenyl]-1H-pyrrol-2-yl}methyl)amino]-3-oxo-1-propenyl}-N-(2-pyridynylmethyl)benzamide

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

Reference yield:

: 3731-51-9
2-(Aminomethyl)pyridine

: 189268-95-9
4-{(1E)-3-[({1-[2,4-dichloro-3-(hydroxymethyl)phenyl]-1H-pyrrol-2-yl}methyl)amino]-3-oxo-1-propenyl}-N-(2-pyridynylmethyl)benzamide

Guidance literature:: Multi-step reaction with 4 steps

1: 79.7 percent / 1-ethoxy-3-[3-(dimethylamino)propyl]carbodiimide*HCl; 1-hydroxybenzotriazole / dimethylformamide / 4 h

2: 77.3 percent / aq. NaOH / methanol / 2 h / 60 °C

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

4: 77.7 percent / tetrabutylammonium fluoride / tetrahydrofuran / 1 h

With sodium hydroxide; 1-(3-dimethylaminopropyl)-3-ethoxycarbodiimide hydrochloride; tetrabutyl ammonium fluoride; benzotriazol-1-ol; In tetrahydrofuran; methanol; N,N-dimethyl-formamide;
DOI:10.1021/jm030159x

Reference yield:

: 115974-97-5
methyl (E)-4-carboxyl cinnamate

: 189268-95-9
4-{(1E)-3-[({1-[2,4-dichloro-3-(hydroxymethyl)phenyl]-1H-pyrrol-2-yl}methyl)amino]-3-oxo-1-propenyl}-N-(2-pyridynylmethyl)benzamide

Guidance literature:: Multi-step reaction with 4 steps

1: 79.7 percent / 1-ethoxy-3-[3-(dimethylamino)propyl]carbodiimide*HCl; 1-hydroxybenzotriazole / dimethylformamide / 4 h

2: 77.3 percent / aq. NaOH / methanol / 2 h / 60 °C

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

4: 77.7 percent / tetrabutylammonium fluoride / tetrahydrofuran / 1 h

With sodium hydroxide; 1-(3-dimethylaminopropyl)-3-ethoxycarbodiimide hydrochloride; tetrabutyl ammonium fluoride; benzotriazol-1-ol; In tetrahydrofuran; methanol; N,N-dimethyl-formamide;
DOI:10.1021/jm030159x