N-(4-cyano-2-{3-[(7-methoxynaphthalen-2-ylsulfonyl)methylamino]-2-oxopyrrolidin-1-ylmethyl}phenyl)acetamide

Base Information

Chemical Name:N-(4-cyano-2-{3-[(7-methoxynaphthalen-2-ylsulfonyl)methylamino]-2-oxopyrrolidin-1-ylmethyl}phenyl)acetamide
CAS No.:186551-95-1
Molecular Formula:C₂₆H₂₆N₄O₅S
Molecular Weight:506.582
Hs Code.:

Synonyms:N-(4-cyano-2-{3-[(7-methoxynaphthalen-2-ylsulfonyl)methylamino]-2-oxopyrrolidin-1-ylmethyl}phenyl)acetamide

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Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

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Chemical Property of N-(4-cyano-2-{3-[(7-methoxynaphthalen-2-ylsulfonyl)methylamino]-2-oxopyrrolidin-1-ylmethyl}phenyl)acetamide

Chemical Property:

Purity/Quality:: 98% ^*data from raw suppliers

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Technology Process of N-(4-cyano-2-{3-[(7-methoxynaphthalen-2-ylsulfonyl)methylamino]-2-oxopyrrolidin-1-ylmethyl}phenyl)acetamide

There total 8 articles about N-(4-cyano-2-{3-[(7-methoxynaphthalen-2-ylsulfonyl)methylamino]-2-oxopyrrolidin-1-ylmethyl}phenyl)acetamide 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: 76.0%

: 75-36-5
acetyl chloride

: 245760-97-8
7-methoxynaphthalene-2-sulfonic acid [1-(2-amino-5-cyanobenzyl)-2-oxopyrrolidin-3-yl]methylamide

: 186551-95-1
N-(4-cyano-2-{3-[(7-methoxynaphthalen-2-ylsulfonyl)methylamino]-2-oxopyrrolidin-1-ylmethyl}phenyl)acetamide

Guidance literature:: With dmap; triethylamine; In 1,2-dichloro-ethane; at 60 ℃; for 16h;
DOI:10.1021/jm990041+

Reference yield:

: 96784-54-2
3-methyl-4-nitrobenzonitrile

: 186551-95-1
N-(4-cyano-2-{3-[(7-methoxynaphthalen-2-ylsulfonyl)methylamino]-2-oxopyrrolidin-1-ylmethyl}phenyl)acetamide

Guidance literature:: Multi-step reaction with 8 steps

1.1: 96 percent / SnCl₂; EtOH / 2 h / Heating

2.1: 90 percent / p-toluenesulfonic acid / toluene / 24 h / Heating

3.1: 57 percent / N-bromosuccinimide; benzoyl peroxide / CCl₄ / 16 h / Heating

4.1: NaH / tetrahydrofuran; dimethylformamide / 0.08 h / 0 °C

4.2: 86 percent / tetrahydrofuran / 4 h / 0 °C

5.1: NaH / dimethylformamide / 0.33 h / 0 °C

5.2: 92 percent / dimethylformamide / 2 h / 0 °C

6.1: HCl / ethyl acetate / 1 h / 0 °C

7.1: Et₃N / acetonitrile / 5 h

8.1: 76 percent / N,N-(dimethylamino)pyridine; Et₃N / 1,2-dichloro-ethane / 16 h / 60 °C

With hydrogenchloride; dmap; N-Bromosuccinimide; ethanol; sodium hydride; toluene-4-sulfonic acid; triethylamine; tin(ll) chloride; dibenzoyl peroxide; In tetrahydrofuran; tetrachloromethane; ethyl acetate; 1,2-dichloro-ethane; N,N-dimethyl-formamide; toluene; acetonitrile; 1.1: Reduction / 2.1: Condensation / 3.1: Bromination / 4.1: Metallation / 4.2: Substitution / 5.1: Metallation / 5.2: Methylation / 6.1: Acidolysis / 7.1: Sulfonylation / 8.1: Acetylation;
DOI:10.1021/jm990041+

Reference yield:

: 78881-21-7
4-amino-3-methylbenzonitrile

: 186551-95-1
N-(4-cyano-2-{3-[(7-methoxynaphthalen-2-ylsulfonyl)methylamino]-2-oxopyrrolidin-1-ylmethyl}phenyl)acetamide

Guidance literature:: Multi-step reaction with 7 steps

1.1: 90 percent / p-toluenesulfonic acid / toluene / 24 h / Heating

2.1: 57 percent / N-bromosuccinimide; benzoyl peroxide / CCl₄ / 16 h / Heating

3.1: NaH / tetrahydrofuran; dimethylformamide / 0.08 h / 0 °C

3.2: 86 percent / tetrahydrofuran / 4 h / 0 °C

4.1: NaH / dimethylformamide / 0.33 h / 0 °C

4.2: 92 percent / dimethylformamide / 2 h / 0 °C

5.1: HCl / ethyl acetate / 1 h / 0 °C

6.1: Et₃N / acetonitrile / 5 h

7.1: 76 percent / N,N-(dimethylamino)pyridine; Et₃N / 1,2-dichloro-ethane / 16 h / 60 °C

With hydrogenchloride; dmap; N-Bromosuccinimide; sodium hydride; toluene-4-sulfonic acid; triethylamine; dibenzoyl peroxide; In tetrahydrofuran; tetrachloromethane; ethyl acetate; 1,2-dichloro-ethane; N,N-dimethyl-formamide; toluene; acetonitrile; 1.1: Condensation / 2.1: Bromination / 3.1: Metallation / 3.2: Substitution / 4.1: Metallation / 4.2: Methylation / 5.1: Acidolysis / 6.1: Sulfonylation / 7.1: Acetylation;
DOI:10.1021/jm990041+