4-((5-(3-cyclopentylureido)-1-methyl-1H-indol-3-yl)methyl)-3-methoxy-N-(o-tolylsulfonyl)benzamide

Base Information

Chemical Name:4-((5-(3-cyclopentylureido)-1-methyl-1H-indol-3-yl)methyl)-3-methoxy-N-(o-tolylsulfonyl)benzamide
CAS No.:107754-08-5
Molecular Formula:C₃₁H₃₄N₄O₅S
Molecular Weight:574.701
Hs Code.:

Synonyms:4-((5-(3-cyclopentylureido)-1-methyl-1H-indol-3-yl)methyl)-3-methoxy-N-(o-tolylsulfonyl)benzamide

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Chemical Property of 4-((5-(3-cyclopentylureido)-1-methyl-1H-indol-3-yl)methyl)-3-methoxy-N-(o-tolylsulfonyl)benzamide

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Technology Process of 4-((5-(3-cyclopentylureido)-1-methyl-1H-indol-3-yl)methyl)-3-methoxy-N-(o-tolylsulfonyl)benzamide

There total 11 articles about 4-((5-(3-cyclopentylureido)-1-methyl-1H-indol-3-yl)methyl)-3-methoxy-N-(o-tolylsulfonyl)benzamide 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: 66.0%

: 88-19-7
methyl 2-(aminosulfonyl)benzoate

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

: 107754-08-5
4-((5-(3-cyclopentylureido)-1-methyl-1H-indol-3-yl)methyl)-3-methoxy-N-(o-tolylsulfonyl)benzamide

Guidance literature:: With dmap; dicyclohexyl-carbodiimide; In chloroform; for 12h; Reflux; Inert atmosphere;
DOI:10.1021/acs.jmedchem.8b00458

Reference yield: 58.0%

: 107754-08-5
4-((5-(3-cyclopentylureido)-1-methyl-1H-indol-3-yl)methyl)-3-methoxy-N-(o-tolylsulfonyl)benzamide

Guidance literature:

Reference yield:

: 3556-83-0
methyl 4-methyl-3-methoxybenzoate

: 107754-08-5
4-((5-(3-cyclopentylureido)-1-methyl-1H-indol-3-yl)methyl)-3-methoxy-N-(o-tolylsulfonyl)benzamide

Guidance literature:: Multi-step reaction with 6 steps

1: 2,2'-azobis(isobutyronitrile); N-Bromosuccinimide / chloroform / Reflux; Inert atmosphere

2: iron(III) chloride / 1,4-dioxane / 12 h / 20 °C / Inert atmosphere

3: hydrogen; palladium on activated charcoal / 12 h / 20 °C / Inert atmosphere

4: 1,8-diazabicyclo[5.4.0]undec-7-ene / tetrahydrofuran / 12 h / 40 °C / Inert atmosphere

5: lithium hydroxide / water; methanol / 16 h / 20 °C / Inert atmosphere

6: dmap; dicyclohexyl-carbodiimide / chloroform / 12 h / Reflux; Inert atmosphere

With dmap; iron(III) chloride; N-Bromosuccinimide; 2,2'-azobis(isobutyronitrile); palladium on activated charcoal; hydrogen; 1,8-diazabicyclo[5.4.0]undec-7-ene; dicyclohexyl-carbodiimide; lithium hydroxide; In tetrahydrofuran; 1,4-dioxane; methanol; chloroform; water; 2: |Friedel-Crafts Alkylation;
DOI:10.1021/acs.jmedchem.8b00458