ethyl 4-[4-(5-{3-cyano-4-[(1-methylethyl)oxy]phenyl}-1,2,4-oxadiazol-3-yl)-1,3-dihydro-2H-isoindol-2-yl]butanoate

Base Information

Chemical Name:ethyl 4-[4-(5-{3-cyano-4-[(1-methylethyl)oxy]phenyl}-1,2,4-oxadiazol-3-yl)-1,3-dihydro-2H-isoindol-2-yl]butanoate
CAS No.:1165876-30-1
Molecular Formula:C₂₆H₂₈N₄O₄
Molecular Weight:460.533
Hs Code.:

Synonyms:ethyl 4-[4-(5-{3-cyano-4-[(1-methylethyl)oxy]phenyl}-1,2,4-oxadiazol-3-yl)-1,3-dihydro-2H-isoindol-2-yl]butanoate

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Chemical Property of ethyl 4-[4-(5-{3-cyano-4-[(1-methylethyl)oxy]phenyl}-1,2,4-oxadiazol-3-yl)-1,3-dihydro-2H-isoindol-2-yl]butanoate

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Technology Process of ethyl 4-[4-(5-{3-cyano-4-[(1-methylethyl)oxy]phenyl}-1,2,4-oxadiazol-3-yl)-1,3-dihydro-2H-isoindol-2-yl]butanoate

There total 9 articles about ethyl 4-[4-(5-{3-cyano-4-[(1-methylethyl)oxy]phenyl}-1,2,4-oxadiazol-3-yl)-1,3-dihydro-2H-isoindol-2-yl]butanoate 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: 92.0%

: 2969-81-5
Ethyl 4-bromobutyrate

: 1165876-06-1
5-[3-(2,3-dihydro-1H-isoindol-4-yl)-1,2,4-oxadiazol-5-yl]-2-[(1-methylethyl)oxy]benzonitrile hydrochloride

: 1165876-30-1
ethyl 4-[4-(5-{3-cyano-4-[(1-methylethyl)oxy]phenyl}-1,2,4-oxadiazol-3-yl)-1,3-dihydro-2H-isoindol-2-yl]butanoate

Guidance literature:: With N-ethyl-N,N-diisopropylamine; In acetonitrile; at 80 ℃; Inert atmosphere;
DOI:10.1021/jm5010336

Reference yield:

: 1165876-22-1
1,1-dimethylethyl 4-(5-{3-cyano-4-[(1-methylethyl)oxy]phenyl}-1,2,4-oxadiazol-3-yl)-1,3-dihydro-2H-isoindole-2-carboxylate

: 1165876-30-1
ethyl 4-[4-(5-{3-cyano-4-[(1-methylethyl)oxy]phenyl}-1,2,4-oxadiazol-3-yl)-1,3-dihydro-2H-isoindol-2-yl]butanoate

Guidance literature:: Multi-step reaction with 2 steps

1: hydrogenchloride / 1,4-dioxane / 1 h / 20 °C

2: N-ethyl-N,N-diisopropylamine / acetonitrile / 80 °C / Inert atmosphere

With hydrogenchloride; N-ethyl-N,N-diisopropylamine; In 1,4-dioxane; acetonitrile;
DOI:10.1021/jm5010336

Reference yield:

: 1165876-20-9
1,1-dimethylethyl 4-cyano-1,3-dihydro-2H-isoindole-2-carboxylate

: 1165876-30-1
ethyl 4-[4-(5-{3-cyano-4-[(1-methylethyl)oxy]phenyl}-1,2,4-oxadiazol-3-yl)-1,3-dihydro-2H-isoindol-2-yl]butanoate

Guidance literature:: Multi-step reaction with 4 steps

1: sodium hydrogencarbonate; hydroxylamine hydrochloride / ethanol / 6.5 h / 50 °C

2: benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride / N,N-dimethyl-formamide / 24 h / 80 °C

3: hydrogenchloride / 1,4-dioxane / 1 h / 20 °C

4: N-ethyl-N,N-diisopropylamine / acetonitrile / 80 °C / Inert atmosphere

With hydrogenchloride; hydroxylamine hydrochloride; sodium hydrogencarbonate; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; N-ethyl-N,N-diisopropylamine; In 1,4-dioxane; ethanol; N,N-dimethyl-formamide; acetonitrile;
DOI:10.1021/jm5010336