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

Base Information

Chemical Name:N-[2-(1-benzyl-1H-indol-3-yl)ethyl]-N-(5-cyano-1,3,4-oxadiazol-2-yl)pent-4-enamide
CAS No.:909708-24-3
Molecular Formula:C₂₅H₂₃N₅O₂
Molecular Weight:425.49
Hs Code.:

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

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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)pent-4-enamide

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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)pent-4-enamide

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

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

: 909708-24-3
N-[2-(1-benzyl-1H-indol-3-yl)ethyl]-N-(5-cyano-1,3,4-oxadiazol-2-yl)pent-4-enamide

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: 87 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

: 909708-24-3
N-[2-(1-benzyl-1H-indol-3-yl)ethyl]-N-(5-cyano-1,3,4-oxadiazol-2-yl)pent-4-enamide

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: 87 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

Reference yield:

: 909707-94-4
methyl 2-{2-[2-(1-benzyl-1H-indol-3-yl)ethylcarbamoyl]hydrazino}-2-oxoacetate

: 909708-24-3
N-[2-(1-benzyl-1H-indol-3-yl)ethyl]-N-(5-cyano-1,3,4-oxadiazol-2-yl)pent-4-enamide

Guidance literature:: Multi-step reaction with 4 steps

1.1: 69 percent / TsCl; triethylamine / CH₂Cl₂ / 16 h / 20 °C

2.1: 100 percent / ammonia / methanol / 0.5 h / 0 °C

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

3.2: 90 percent / MeOH / dioxane / 0.5 h / Heating

4.1: 87 percent / EDCI; DMAP / CH₂Cl₂ / 5 h / 0 - 20 °C

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