N-(4-[6-(N-cyclopentylmethylcarbamoyl)indol-1-ylmethyl]-3-methoxybenzoyl)benzenesulphonamide

Base Information

Chemical Name:N-(4-[6-(N-cyclopentylmethylcarbamoyl)indol-1-ylmethyl]-3-methoxybenzoyl)benzenesulphonamide
CAS No.:104448-73-9
Molecular Formula:C₃₀H₃₁N₃O₅S
Molecular Weight:545.659
Hs Code.:

Synonyms:N-(4-[6-(N-cyclopentylmethylcarbamoyl)indol-1-ylmethyl]-3-methoxybenzoyl)benzenesulphonamide

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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-[6-(N-cyclopentylmethylcarbamoyl)indol-1-ylmethyl]-3-methoxybenzoyl)benzenesulphonamide

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Technology Process of N-(4-[6-(N-cyclopentylmethylcarbamoyl)indol-1-ylmethyl]-3-methoxybenzoyl)benzenesulphonamide

There total 9 articles about N-(4-[6-(N-cyclopentylmethylcarbamoyl)indol-1-ylmethyl]-3-methoxybenzoyl)benzenesulphonamide 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: 63.0%

: 98-10-2
benzenesulfonamide

: 104448-21-7
4-[6-(N-cyclopentylmethyl)carbamoylindol-1-ylmethyl]-3-methoxybenzoic acid

: 104448-73-9
N-(4-[6-(N-cyclopentylmethylcarbamoyl)indol-1-ylmethyl]-3-methoxybenzoyl)benzenesulphonamide

Guidance literature:: With dmap; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; In dichloromethane;
DOI:10.1021/jm00091a010

Reference yield: 63.0%

: 104448-73-9
N-(4-[6-(N-cyclopentylmethylcarbamoyl)indol-1-ylmethyl]-3-methoxybenzoyl)benzenesulphonamide

Guidance literature:

Reference yield:

: 7356-11-8
4-methyl-3-nitro-benzoic acid methyl ester

: 104448-73-9
N-(4-[6-(N-cyclopentylmethylcarbamoyl)indol-1-ylmethyl]-3-methoxybenzoyl)benzenesulphonamide

Guidance literature:: Multi-step reaction with 7 steps

1: 97 percent / dimethylformamide / 2 h / 130 °C

2: 85 percent / H₂ / 10percent Pd/C / tetrahydrofuran / 0.58 h / 2585.7 Torr

3: 95 percent / aq. LiOH / tetrahydrofuran; methanol / 6 h / 60 °C

4: 1.) 1,1'-carbonyldiimidazole / 1.) CH₂Cl₂, reflux, 30 min, 2.) CH₂Cl₂, reflux, 30 min

5: 1.) NaH / 1.) DMF, 0 deg C, 1 h, 2.) DMF, RT, 24 h

6: 50 percent / aq. LiOH / methanol; tetrahydrofuran

7: 63 percent / Me₂N(CH₂)3N=C=NEt*HCl, DMAP / CH₂Cl₂

With dmap; lithium hydroxide; hydrogen; sodium hydride; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; 1,1'-carbonyldiimidazole; palladium on activated charcoal; In tetrahydrofuran; methanol; dichloromethane; N,N-dimethyl-formamide;
DOI:10.1021/jm00091a010