4-{[5-(2-cyclopentylacetamido)-1-methyl-1H-indol-3-yl]methyl}-3-methoxybenzoic acid

Base Information

Chemical Name:4-{[5-(2-cyclopentylacetamido)-1-methyl-1H-indol-3-yl]methyl}-3-methoxybenzoic acid
CAS No.:107786-57-2
Molecular Formula:C₂₅H₂₈N₂O₄
Molecular Weight:420.508
Hs Code.:

Synonyms:4-{[5-(2-cyclopentylacetamido)-1-methyl-1H-indol-3-yl]methyl}-3-methoxybenzoic acid

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Chemical Property of 4-{[5-(2-cyclopentylacetamido)-1-methyl-1H-indol-3-yl]methyl}-3-methoxybenzoic acid

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Technology Process of 4-{[5-(2-cyclopentylacetamido)-1-methyl-1H-indol-3-yl]methyl}-3-methoxybenzoic acid

There total 6 articles about 4-{[5-(2-cyclopentylacetamido)-1-methyl-1H-indol-3-yl]methyl}-3-methoxybenzoic acid 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: 70.0%

: 107786-49-2
methyl 4-<<5-(2-cyclopentylacetamido)-1-methylindol-3-yl>methyl>-3-methoxybenzoate

: 107786-57-2
4-{[5-(2-cyclopentylacetamido)-1-methyl-1H-indol-3-yl]methyl}-3-methoxybenzoic acid

Guidance literature:: With water; sodium hydroxide; In tetrahydrofuran; methanol; at 60 ℃;
DOI:10.1016/j.ejmech.2018.08.077

Reference yield:

: 107754-15-4
3-methoxy-4-(1-methyl-5-nitroindol-3-ylmethyl)-benzoic acid methyl ester

: 107786-57-2
4-{[5-(2-cyclopentylacetamido)-1-methyl-1H-indol-3-yl]methyl}-3-methoxybenzoic acid

Guidance literature:: Multi-step reaction with 2 steps

1: 98 percent / H₂ / 10percent Pd/C / tetrahydrofuran / 2 h / 2587.7 Torr

2: 1.) 4-(dimethylamino)pyridine, 1-<3-(dimethylamino)propyl>-3-ethylcarbodiimide hydrochloride, 2.) LiOH monohydrate / 1.) CH₂Cl₂, 18 h, 2.) THF, MeOH, water, 20 h

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

Reference yield:

: 6146-52-7
5-nitroindole

: 107786-57-2
4-{[5-(2-cyclopentylacetamido)-1-methyl-1H-indol-3-yl]methyl}-3-methoxybenzoic acid

Guidance literature:: Multi-step reaction with 4 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.) 4-(dimethylamino)pyridine, 1-<3-(dimethylamino)propyl>-3-ethylcarbodiimide hydrochloride, 2.) LiOH monohydrate / 1.) CH₂Cl₂, 18 h, 2.) THF, MeOH, water, 20 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;
DOI:10.1021/jm00168a037