2-Chloro-N-{4-[5-(3-cyclopentyl-ureido)-1-methyl-1H-indol-3-ylmethyl]-3-methoxy-benzoyl}-benzenesulfonamide

Base Information

Chemical Name:2-Chloro-N-{4-[5-(3-cyclopentyl-ureido)-1-methyl-1H-indol-3-ylmethyl]-3-methoxy-benzoyl}-benzenesulfonamide
CAS No.:126502-31-6
Molecular Formula:C₃₀H₃₁ClN₄O₅S
Molecular Weight:595.119
Hs Code.:

Synonyms:2-Chloro-N-{4-[5-(3-cyclopentyl-ureido)-1-methyl-1H-indol-3-ylmethyl]-3-methoxy-benzoyl}-benzenesulfonamide

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Chemical Property of 2-Chloro-N-{4-[5-(3-cyclopentyl-ureido)-1-methyl-1H-indol-3-ylmethyl]-3-methoxy-benzoyl}-benzenesulfonamide

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Technology Process of 2-Chloro-N-{4-[5-(3-cyclopentyl-ureido)-1-methyl-1H-indol-3-ylmethyl]-3-methoxy-benzoyl}-benzenesulfonamide

There total 7 articles about 2-Chloro-N-{4-[5-(3-cyclopentyl-ureido)-1-methyl-1H-indol-3-ylmethyl]-3-methoxy-benzoyl}-benzenesulfonamide 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: 88.0%

: 6961-82-6
2-chlorobenzenesulfonamide

: 107753-66-2
4-[5-(N'-cyclopentylureido)-1-methylindol-3-ylmethyl]-3-methoxybenzoic acid

: 126502-31-6
2-Chloro-N-{4-[5-(3-cyclopentyl-ureido)-1-methyl-1H-indol-3-ylmethyl]-3-methoxy-benzoyl}-benzenesulfonamide

Guidance literature:: With dmap; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; In dichloromethane; for 18h;
DOI:10.1021/jm00168a037

Reference yield:

: 70264-94-7
methyl 4-(bromomethyl)-3-methoxybenzoate

: 126502-31-6
2-Chloro-N-{4-[5-(3-cyclopentyl-ureido)-1-methyl-1H-indol-3-ylmethyl]-3-methoxy-benzoyl}-benzenesulfonamide

Guidance literature:: Multi-step reaction with 6 steps

1: 45 percent / silver(I) oxide / dioxane / 20 h / 60 °C

2: 1.) NaH / 1.) THF, 10 min, 2.) 30 min

3: 98 percent / H₂ / 10percent Pd/C / tetrahydrofuran / 2 h / 2587.7 Torr

4: 1.) dioxane, 30 min, 2.) 70 deg C, 20 min

5: 70 percent / LiOH monohydrate / tetrahydrofuran; methanol; H₂O / 20 h

6: 88 percent / 4-(dimethylamino)pyridine, 1-<3-(dimethylamino)propyl>-3-ethylcarbodiimide hydrochloride / CH₂Cl₂ / 18 h

With dmap; lithium hydroxide; hydrogen; sodium hydride; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; silver(l) oxide; palladium on activated charcoal; In tetrahydrofuran; 1,4-dioxane; methanol; dichloromethane; water;
DOI:10.1021/jm00168a037

Reference yield:

: 107786-36-7
4-[5-nitro-1H-indol-3-ylmethyl]-3-methoxy-benzoic acid methylester

: 126502-31-6
2-Chloro-N-{4-[5-(3-cyclopentyl-ureido)-1-methyl-1H-indol-3-ylmethyl]-3-methoxy-benzoyl}-benzenesulfonamide

Guidance literature:: Multi-step reaction with 5 steps

1: 1.) NaH / 1.) THF, 10 min, 2.) 30 min

2: 98 percent / H₂ / 10percent Pd/C / tetrahydrofuran / 2 h / 2587.7 Torr

3: 1.) dioxane, 30 min, 2.) 70 deg C, 20 min

4: 70 percent / LiOH monohydrate / tetrahydrofuran; methanol; H₂O / 20 h

5: 88 percent / 4-(dimethylamino)pyridine, 1-<3-(dimethylamino)propyl>-3-ethylcarbodiimide hydrochloride / CH₂Cl₂ / 18 h

With dmap; lithium hydroxide; hydrogen; sodium hydride; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; palladium on activated charcoal; In tetrahydrofuran; methanol; dichloromethane; water;
DOI:10.1021/jm00168a037