N-[2-(1-benzyl-1H-indol-3-yl)ethyl]-N-(5-cyano-1,3,4-oxadiazol-2-yl)-4-methylenehexanamide

Base Information

Chemical Name:N-[2-(1-benzyl-1H-indol-3-yl)ethyl]-N-(5-cyano-1,3,4-oxadiazol-2-yl)-4-methylenehexanamide
CAS No.:909708-32-3
Molecular Formula:C₂₇H₂₇N₅O₂
Molecular Weight:453.544
Hs Code.:

Synonyms:N-[2-(1-benzyl-1H-indol-3-yl)ethyl]-N-(5-cyano-1,3,4-oxadiazol-2-yl)-4-methylenehexanamide

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Chemical Property of N-[2-(1-benzyl-1H-indol-3-yl)ethyl]-N-(5-cyano-1,3,4-oxadiazol-2-yl)-4-methylenehexanamide

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Technology Process of N-[2-(1-benzyl-1H-indol-3-yl)ethyl]-N-(5-cyano-1,3,4-oxadiazol-2-yl)-4-methylenehexanamide

There total 6 articles about N-[2-(1-benzyl-1H-indol-3-yl)ethyl]-N-(5-cyano-1,3,4-oxadiazol-2-yl)-4-methylenehexanamide 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: 53.0%

: 909708-23-2
5-[2-(1-benzyl-1H-indol-3-yl)ethylamino]-1,3,4-oxadiazole-2-carbonitrile

: 13722-73-1
4-ethylpent-4-enoic acid

: 909708-32-3
N-[2-(1-benzyl-1H-indol-3-yl)ethyl]-N-(5-cyano-1,3,4-oxadiazol-2-yl)-4-methylenehexanamide

Guidance literature:: With dmap; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; In dichloromethane; at 0 - 20 ℃; for 5h;
DOI:10.1021/ja0612549

Reference yield:

: 909707-93-3
N-[2-(1-benzyl-1H-indol-3-yl)ethyl]-1H-imidazole-1-carboxamide

: 909708-32-3
N-[2-(1-benzyl-1H-indol-3-yl)ethyl]-N-(5-cyano-1,3,4-oxadiazol-2-yl)-4-methylenehexanamide

Guidance literature:: Multi-step reaction with 5 steps

1.1: 82 percent / acetic acid / tetrahydrofuran / 16 h / Heating

2.1: 69 percent / TsCl; triethylamine / CH₂Cl₂ / 16 h / 20 °C

3.1: 100 percent / ammonia / methanol / 0.5 h / 0 °C

4.1: trifluoroacetic anhydride; pyridine / dioxane / 4 h / 0 - 20 °C

4.2: 90 percent / MeOH / dioxane / 0.5 h / Heating

5.1: 53 percent / EDCI; DMAP / CH₂Cl₂ / 5 h / 0 - 20 °C

With pyridine; dmap; ammonia; acetic acid; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine; p-toluenesulfonyl chloride; trifluoroacetic anhydride; In tetrahydrofuran; 1,4-dioxane; methanol; dichloromethane;
DOI:10.1021/ja0612549

Reference yield:

: 909707-95-5
methyl 5-[2-(1-benzyl-1H-indol-3-yl)ethylamino]-1,3,4-oxadiazole-2-carboxylate

: 909708-32-3
N-[2-(1-benzyl-1H-indol-3-yl)ethyl]-N-(5-cyano-1,3,4-oxadiazol-2-yl)-4-methylenehexanamide

Guidance literature:: Multi-step reaction with 3 steps

1.1: 100 percent / ammonia / methanol / 0.5 h / 0 °C

2.1: trifluoroacetic anhydride; pyridine / dioxane / 4 h / 0 - 20 °C

2.2: 90 percent / MeOH / dioxane / 0.5 h / Heating

3.1: 53 percent / EDCI; DMAP / CH₂Cl₂ / 5 h / 0 - 20 °C

With pyridine; dmap; ammonia; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; trifluoroacetic anhydride; In 1,4-dioxane; methanol; dichloromethane;
DOI:10.1021/ja0612549