2-(1-(4-chlorobenzyl)-2-methyl-5-(2-phenylethynyl)-1H-indol-3-yl)-N-(4-chlorophenylsulfonyl)acetamide

Base Information

Chemical Name:2-(1-(4-chlorobenzyl)-2-methyl-5-(2-phenylethynyl)-1H-indol-3-yl)-N-(4-chlorophenylsulfonyl)acetamide
CAS No.:1402041-69-3
Molecular Formula:C₃₂H₂₄Cl₂N₂O₃S
Molecular Weight:587.526
Hs Code.:

Synonyms:2-(1-(4-chlorobenzyl)-2-methyl-5-(2-phenylethynyl)-1H-indol-3-yl)-N-(4-chlorophenylsulfonyl)acetamide

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Chemical Property of 2-(1-(4-chlorobenzyl)-2-methyl-5-(2-phenylethynyl)-1H-indol-3-yl)-N-(4-chlorophenylsulfonyl)acetamide

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Technology Process of 2-(1-(4-chlorobenzyl)-2-methyl-5-(2-phenylethynyl)-1H-indol-3-yl)-N-(4-chlorophenylsulfonyl)acetamide

There total 7 articles about 2-(1-(4-chlorobenzyl)-2-methyl-5-(2-phenylethynyl)-1H-indol-3-yl)-N-(4-chlorophenylsulfonyl)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: 80.0%

: 98-64-6
4-Chlorobenzenesulfonamide

: 1402041-68-2
[1-(4-chlorobenzyl)-2-methyl-5-(phenylethynyl)-1H-indol-3-yl]acetic acid

: 1402041-69-3
2-(1-(4-chlorobenzyl)-2-methyl-5-(2-phenylethynyl)-1H-indol-3-yl)-N-(4-chlorophenylsulfonyl)acetamide

Guidance literature:: 4-Chlorobenzenesulfonamide; With n-butyllithium; In tetrahydrofuran; hexane; at 20 ℃; for 0.5h;

[1-(4-chlorobenzyl)-2-methyl-5-(phenylethynyl)-1H-indol-3-yl]acetic acid; With O-(benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium tetrafluoroborate; triethylamine; In tetrahydrofuran; hexane; N,N-dimethyl-formamide; for 0.5h; Inert atmosphere;
DOI:10.1021/jm3010543

Reference yield:

: 71987-66-1
2-(5-bromo-2-methyl-1H-indol-3-yl)acetic acid

: 1402041-69-3
2-(1-(4-chlorobenzyl)-2-methyl-5-(2-phenylethynyl)-1H-indol-3-yl)-N-(4-chlorophenylsulfonyl)acetamide

Guidance literature:: Multi-step reaction with 5 steps

1.1: sodium hydride / N,N-dimethyl-formamide / 0.5 h / 0 °C

1.2: 1.5 h

2.1: sulfuric acid / 2 h / 60 °C

3.1: palladium diacetate; caesium carbonate; XPhos / 1,4-dioxane / 3 h / 60 °C / Inert atmosphere

4.1: sodium hydroxide / ethanol; dimethyl sulfoxide / 5 h / 20 °C

4.2: pH 1

5.1: n-butyllithium / tetrahydrofuran; hexane / 0.5 h / 20 °C

5.2: 0.5 h / Inert atmosphere

With n-butyllithium; sulfuric acid; palladium diacetate; sodium hydride; caesium carbonate; sodium hydroxide; XPhos; In tetrahydrofuran; 1,4-dioxane; ethanol; hexane; dimethyl sulfoxide; N,N-dimethyl-formamide; 3.1: |Sonogashira Cross-Coupling;
DOI:10.1021/jm3010543

Reference yield:

: 1402041-67-1
ethyl 2-(1-(4-chlorobenzyl)-2-methyl-5-(2-phenylethynyl)-1H-indol-3-yl)acetate

: 1402041-69-3
2-(1-(4-chlorobenzyl)-2-methyl-5-(2-phenylethynyl)-1H-indol-3-yl)-N-(4-chlorophenylsulfonyl)acetamide

Guidance literature:: Multi-step reaction with 2 steps

1.1: sodium hydroxide / ethanol; dimethyl sulfoxide / 5 h / 20 °C

1.2: pH 1

2.1: n-butyllithium / tetrahydrofuran; hexane / 0.5 h / 20 °C

2.2: 0.5 h / Inert atmosphere

With n-butyllithium; sodium hydroxide; In tetrahydrofuran; ethanol; hexane; dimethyl sulfoxide;
DOI:10.1021/jm3010543