[5-(5-{3-cyano-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-cyano-4-[(1-methylethyl)oxy]phenyl}-1,2,4-oxadiazol-3-yl)-1,2,3,4-tetrahydro-1-isoquinolinyl]acetic acid hydrochloride
CAS No.:1165938-36-2
Molecular Formula:C₂₃H₂₂N₄O₄*ClH
Molecular Weight:454.913
Hs Code.:

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

There total 10 articles about [5-(5-{3-cyano-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:

: 1071-46-1
hydrogen ethyl malonate

: 1165938-47-5
5-[3-(3,4-dihydro-5-isoquinolinyl)-1,2,4-oxadiazol-5-yl]-2-[(1-methylethyl)oxy]benzonitrile

: 1165938-36-2
[5-(5-{3-cyano-4-[(1-methylethyl)oxy]phenyl}-1,2,4-oxadiazol-3-yl)-1,2,3,4-tetrahydro-1-isoquinolinyl]acetic acid hydrochloride

Guidance literature:: hydrogen ethyl malonate; 5-[3-(3,4-dihydro-5-isoquinolinyl)-1,2,4-oxadiazol-5-yl]-2-[(1-methylethyl)oxy]benzonitrile; In tetrahydrofuran; at 120 ℃; for 0.166667h; Microwave irradiation;

With lithium hydroxide; water; In tetrahydrofuran; methanol; at 100 ℃; for 0.35h; Microwave irradiation;

With hydrogenchloride; In tetrahydrofuran; methanol; water; pH=2;

Reference yield:

: C₂₅H₂₆N₄O₄

: 1165938-36-2
[5-(5-{3-cyano-4-[(1-methylethyl)oxy]phenyl}-1,2,4-oxadiazol-3-yl)-1,2,3,4-tetrahydro-1-isoquinolinyl]acetic acid hydrochloride

Guidance literature:: C₂₅H₂₆N₄O₄; With lithium hydroxide; In tetrahydrofuran; methanol; water; at 100 ℃; for 0.3h; Microwave irradiation;

With hydrogenchloride; In tetrahydrofuran; methanol; water; pH=2;
DOI:10.1021/jm5010336

Reference yield:

: 1165923-27-2
2-[(1-methylethyl)oxy]-5-[3-(1,2,3,4-tetrahydro-5-isoquinolinyl)-1,2,4-oxadiazol-5-yl]benzonitrile hydrochloride

: 1165938-36-2
[5-(5-{3-cyano-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 3 steps

1.1: N-Bromosuccinimide / dichloromethane / 3 h / Reflux

2.1: tetrahydrofuran / 0.17 h / 120 °C / Microwave irradiation

3.1: lithium hydroxide / tetrahydrofuran; water; methanol / 0.3 h / 100 °C / Microwave irradiation

3.2: pH 2

With N-Bromosuccinimide; lithium hydroxide; In tetrahydrofuran; methanol; dichloromethane; water;
DOI:10.1021/jm5010336