ethyl 4-[4-(5-{3-chloro-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-chloro-4-[(1-methylethyl)oxy]phenyl}-1,2,4-oxadiazol-3-yl)-1,3-dihydro-2H-isoindol-2-yl]butanoate
CAS No.:1165876-29-8
Molecular Formula:C₂₅H₂₈ClN₃O₄
Molecular Weight:469.968
Hs Code.:

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

There total 11 articles about ethyl 4-[4-(5-{3-chloro-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

: 1165876-07-2
4-(5-{3-chloro-4-[(1-methylethyl)oxy]phenyl}-1,2,4-oxadiazol-3-yl)-2,3-dihydro-1H-isoindole

: 1165876-29-8
ethyl 4-[4-(5-{3-chloro-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:

: 213598-07-3
3-chloro-4-isopropoxy-benzoic acid

: 1165876-29-8
ethyl 4-[4-(5-{3-chloro-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 3 steps

1: benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride / N,N-dimethyl-formamide / 20 - 120 °C

2: trifluoroacetic acid / dichloromethane / 0.5 h / 20 °C

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

With benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; N-ethyl-N,N-diisopropylamine; trifluoroacetic acid; In dichloromethane; N,N-dimethyl-formamide; acetonitrile;
DOI:10.1021/jm5010336

Reference yield:

: 3964-57-6
methyl 4-hydroxy-3-chlorobenzoate

: 1165876-29-8
ethyl 4-[4-(5-{3-chloro-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

1.1: potassium carbonate / N,N-dimethyl-formamide / 16 h / 70 °C

1.2: 2 h / 60 °C

2.1: benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride / N,N-dimethyl-formamide / 20 - 120 °C

3.1: trifluoroacetic acid / dichloromethane / 0.5 h / 20 °C

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

With potassium carbonate; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; N-ethyl-N,N-diisopropylamine; trifluoroacetic acid; In dichloromethane; N,N-dimethyl-formamide; acetonitrile;
DOI:10.1021/jm5010336