[5-(5-{3-chloro-4-[(1-methylethyl)oxy]phenyl}-1,2,4-oxadiazol-3-yl)-1,2,3,4-tetrahydro-1-isoquinolinyl]acetic acid hydrochloride

Base Information

Chemical Name:[5-(5-{3-chloro-4-[(1-methylethyl)oxy]phenyl}-1,2,4-oxadiazol-3-yl)-1,2,3,4-tetrahydro-1-isoquinolinyl]acetic acid hydrochloride
CAS No.:1165938-35-1
Molecular Formula:C₂₂H₂₂ClN₃O₄*ClH
Molecular Weight:464.348
Hs Code.:

Synonyms:[5-(5-{3-chloro-4-[(1-methylethyl)oxy]phenyl}-1,2,4-oxadiazol-3-yl)-1,2,3,4-tetrahydro-1-isoquinolinyl]acetic acid hydrochloride

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Chemical Property of [5-(5-{3-chloro-4-[(1-methylethyl)oxy]phenyl}-1,2,4-oxadiazol-3-yl)-1,2,3,4-tetrahydro-1-isoquinolinyl]acetic acid hydrochloride

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Technology Process of [5-(5-{3-chloro-4-[(1-methylethyl)oxy]phenyl}-1,2,4-oxadiazol-3-yl)-1,2,3,4-tetrahydro-1-isoquinolinyl]acetic acid hydrochloride

There total 8 articles about [5-(5-{3-chloro-4-[(1-methylethyl)oxy]phenyl}-1,2,4-oxadiazol-3-yl)-1,2,3,4-tetrahydro-1-isoquinolinyl]acetic acid hydrochloride 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%

: 1165938-46-4
1,1-dimethylethyl 2-[5-(5-{3-chloro-4-[(1-methylethyl)oxy]phenyl}-1,2,4-oxadiazol-3-yl)-1,2,3,4-tetrahydro-1-isoquinolinyl]acetate

: 1165938-35-1
[5-(5-{3-chloro-4-[(1-methylethyl)oxy]phenyl}-1,2,4-oxadiazol-3-yl)-1,2,3,4-tetrahydro-1-isoquinolinyl]acetic acid hydrochloride

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

: 1165938-35-1
[5-(5-{3-chloro-4-[(1-methylethyl)oxy]phenyl}-1,2,4-oxadiazol-3-yl)-1,2,3,4-tetrahydro-1-isoquinolinyl]acetic acid hydrochloride

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 / 20 °C / Inert atmosphere

3.1: hydrogenchloride / 1,4-dioxane / 16 h / 20 °C

4.1: N-Bromosuccinimide / dichloromethane / 0.08 h / 100 °C / Microwave irradiation

4.2: 0.17 h / 100 °C / Microwave irradiation

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

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

Reference yield:

: 213598-06-2
methyl 3-chloro-4-isopropoxybenzoate

: 1165938-35-1
[5-(5-{3-chloro-4-[(1-methylethyl)oxy]phenyl}-1,2,4-oxadiazol-3-yl)-1,2,3,4-tetrahydro-1-isoquinolinyl]acetic acid hydrochloride

Guidance literature:: Multi-step reaction with 4 steps

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

1.2: 1.5 h / 20 °C / Inert atmosphere

2.1: hydrogenchloride / 1,4-dioxane / 16 h / 20 °C

3.1: N-Bromosuccinimide / dichloromethane / 0.08 h / 100 °C / Microwave irradiation

3.2: 0.17 h / 100 °C / Microwave irradiation

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

With hydrogenchloride; N-Bromosuccinimide; sodium hydride; In tetrahydrofuran; 1,4-dioxane; dichloromethane; mineral oil;
DOI:10.1021/jm5010336