2-(6-(5-(3-chloro-4-isopropoxyphenyl)-1,2,4-oxadiazol-3-yl)-4,5-dihydro-1H-benzo[d]azepin-3(2H)-yl)acetic acid

Base Information

Chemical Name:2-(6-(5-(3-chloro-4-isopropoxyphenyl)-1,2,4-oxadiazol-3-yl)-4,5-dihydro-1H-benzo[d]azepin-3(2H)-yl)acetic acid
CAS No.:1167416-91-2
Molecular Formula:C₂₃H₂₄ClN₃O₄
Molecular Weight:441.914
Hs Code.:

Synonyms:2-(6-(5-(3-chloro-4-isopropoxyphenyl)-1,2,4-oxadiazol-3-yl)-4,5-dihydro-1H-benzo[d]azepin-3(2H)-yl)acetic acid

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Chemical Property of 2-(6-(5-(3-chloro-4-isopropoxyphenyl)-1,2,4-oxadiazol-3-yl)-4,5-dihydro-1H-benzo[d]azepin-3(2H)-yl)acetic acid

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Technology Process of 2-(6-(5-(3-chloro-4-isopropoxyphenyl)-1,2,4-oxadiazol-3-yl)-4,5-dihydro-1H-benzo[d]azepin-3(2H)-yl)acetic acid

There total 9 articles about 2-(6-(5-(3-chloro-4-isopropoxyphenyl)-1,2,4-oxadiazol-3-yl)-4,5-dihydro-1H-benzo[d]azepin-3(2H)-yl)acetic 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: 90.0%

: 1167416-09-2
tert-butyl 2-(6-(5-(3-chloro-4-isopropoxyphenyl)-1,2,4-oxadiazol-3-yl)-4,5-dihydro-1H-benzo[d]azepin-3(2H)-yl)acetate

: 1167416-91-2
2-(6-(5-(3-chloro-4-isopropoxyphenyl)-1,2,4-oxadiazol-3-yl)-4,5-dihydro-1H-benzo[d]azepin-3(2H)-yl)acetic acid

Guidance literature:: With hydrogenchloride; In 1,4-dioxane; at 20 ℃; for 18h;
DOI:10.1021/jm5010336

Reference yield:

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

: 1167416-91-2
2-(6-(5-(3-chloro-4-isopropoxyphenyl)-1,2,4-oxadiazol-3-yl)-4,5-dihydro-1H-benzo[d]azepin-3(2H)-yl)acetic acid

Guidance literature:: Multi-step reaction with 5 steps

1.1: potassium carbonate / N,N-dimethyl-formamide / 18 h / 20 °C

2.1: sodium hydride / tetrahydrofuran; mineral oil / 0.5 h / 20 °C / Inert atmosphere

2.2: 1.5 h / Inert atmosphere; Reflux

3.1: trifluoroacetic acid / dichloromethane / 1 h / Reflux

4.1: potassium carbonate / N,N-dimethyl-formamide / 0.17 h / 100 °C / Microwave irradiation

5.1: hydrogenchloride / 1,4-dioxane / 18 h / 20 °C

With hydrogenchloride; sodium hydride; potassium carbonate; trifluoroacetic acid; In tetrahydrofuran; 1,4-dioxane; dichloromethane; N,N-dimethyl-formamide; mineral oil;
DOI:10.1021/jm5010336

Reference yield:

: 864262-40-8
1,1-dimethylethyl 6-{[(trifluoromethyl)sulfonyl]oxy}-1,2,4,5-tetrahydro-3H-3-benzazepine-3-carboxylate

: 1167416-91-2
2-(6-(5-(3-chloro-4-isopropoxyphenyl)-1,2,4-oxadiazol-3-yl)-4,5-dihydro-1H-benzo[d]azepin-3(2H)-yl)acetic acid

Guidance literature:: Multi-step reaction with 6 steps

1.1: tetrakis(triphenylphosphine) palladium⁽⁰⁾ / N,N-dimethyl-formamide / 18 h / Heating

2.1: sodium hydrogencarbonate; hydroxylamine hydrochloride / ethanol / 18 h / Heating; Inert atmosphere

3.1: sodium hydride / tetrahydrofuran; mineral oil / 0.5 h / 20 °C / Inert atmosphere

3.2: 1.5 h / Inert atmosphere; Reflux

4.1: trifluoroacetic acid / dichloromethane / 1 h / Reflux

5.1: potassium carbonate / N,N-dimethyl-formamide / 0.17 h / 100 °C / Microwave irradiation

6.1: hydrogenchloride / 1,4-dioxane / 18 h / 20 °C

With hydrogenchloride; tetrakis(triphenylphosphine) palladium⁽⁰⁾; hydroxylamine hydrochloride; sodium hydride; sodium hydrogencarbonate; potassium carbonate; trifluoroacetic acid; In tetrahydrofuran; 1,4-dioxane; ethanol; dichloromethane; N,N-dimethyl-formamide; mineral oil;
DOI:10.1021/jm5010336