N-[2-(1-Benzo[b]thiophen-2-yl-cyclohexylamino)-ethyl]-2-(3,4-dichloro-phenyl)-acetamide

Base Information

• Chemical Name: N-[2-(1-Benzo[b]thiophen-2-yl-cyclohexylamino)-ethyl]-2-(3,4-dichloro-phenyl)-acetamide
• CAS No.: 151076-93-6
• Molecular Formula: C₂₄H₂₆Cl₂N₂OS
• Molecular Weight: 461.455

Synonyms:N-[2-(1-Benzo[b]thiophen-2-yl-cyclohexylamino)-ethyl]-2-(3,4-dichloro-phenyl)-acetamide

Chemical Property of N-[2-(1-Benzo[b]thiophen-2-yl-cyclohexylamino)-ethyl]-2-(3,4-dichloro-phenyl)-acetamide

Chemical Property:

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Technology Process of N-[2-(1-Benzo[b]thiophen-2-yl-cyclohexylamino)-ethyl]-2-(3,4-dichloro-phenyl)-acetamide

There total 4 articles about N-[2-(1-Benzo[b]thiophen-2-yl-cyclohexylamino)-ethyl]-2-(3,4-dichloro-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: 31.0%

N1-(1-Benzo[b]thiophen-2-yl-cyclohexyl)-ethane-1,2-diamine (151076-96-9) + 2-(3,4-dichlorophenyl)acetyl chloride (6831-55-6) → N-[2-(1-Benzo[b]thiophen-2-yl-cyclohexylamino)-ethyl]-2-(3,4-dichloro-phenyl)-acetamide (151076-93-6)

Guidance literature:

With triethylamine; In tetrahydrofuran; for 1h; Ambient temperature;

DOI:10.1021/jm00077a011

Reference yield:

1-(2-benzothiophenyl)cyclohexylamine (143603-26-3) → N-[2-(1-Benzo[b]thiophen-2-yl-cyclohexylamino)-ethyl]-2-(3,4-dichloro-phenyl)-acetamide (151076-93-6)

Guidance literature:

Multi-step reaction with 4 steps

1: 1.) 1-<3-(dimethylamino)propyl>-3-ethylcarbodiimide hydrochloride, 2.) triethylamine / 1.) CH₂Cl₂, RT, 5 min, 2.) CH₂Cl₂, RT, overnight

2: 83 percent / CF₃CO₂H / CHCl₃ / 0.33 h / Ambient temperature

3: 66 percent / LiAlH₄ / tetrahydrofuran / 2 h / Heating

4: 31 percent / triethylamine / tetrahydrofuran / 1 h / Ambient temperature

With lithium aluminium tetrahydride; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine; trifluoroacetic acid; In tetrahydrofuran; chloroform;

DOI:10.1021/jm00077a011

Reference yield:

[(1-Benzo[b]thiophen-2-yl-cyclohexylcarbamoyl)-methyl]-carbamic acid tert-butyl ester (151077-24-6) → N-[2-(1-Benzo[b]thiophen-2-yl-cyclohexylamino)-ethyl]-2-(3,4-dichloro-phenyl)-acetamide (151076-93-6)

Guidance literature:

Multi-step reaction with 3 steps

1: 83 percent / CF₃CO₂H / CHCl₃ / 0.33 h / Ambient temperature

2: 66 percent / LiAlH₄ / tetrahydrofuran / 2 h / Heating

3: 31 percent / triethylamine / tetrahydrofuran / 1 h / Ambient temperature

With lithium aluminium tetrahydride; triethylamine; trifluoroacetic acid; In tetrahydrofuran; chloroform;

DOI:10.1021/jm00077a011

upstream raw materials:

N¹-(1-Benzo[b]thiophen-2-yl-cyclohexyl)-ethane-1,2-diamine

2-(3,4-dichlorophenyl)acetyl chloride

1-(2-benzothiophenyl)cyclohexylamine

[(1-Benzo[b]thiophen-2-yl-cyclohexylcarbamoyl)-methyl]-carbamic acid tert-butyl ester

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