4-[6-(5-{3-cyano-4-[(1-methylethyl)oxy]phenyl}-1,2,4-oxadiazol-3-yl)-5-methyl-3,4-dihydro-2(1H)-isoquinolinyl]-N-methylbutanamide

Base Information

Chemical Name:4-[6-(5-{3-cyano-4-[(1-methylethyl)oxy]phenyl}-1,2,4-oxadiazol-3-yl)-5-methyl-3,4-dihydro-2(1H)-isoquinolinyl]-N-methylbutanamide
CAS No.:1258852-05-9
Molecular Formula:C₂₇H₃₁N₅O₃
Molecular Weight:473.575
Hs Code.:

Synonyms:4-[6-(5-{3-cyano-4-[(1-methylethyl)oxy]phenyl}-1,2,4-oxadiazol-3-yl)-5-methyl-3,4-dihydro-2(1H)-isoquinolinyl]-N-methylbutanamide

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Chemical Property of 4-[6-(5-{3-cyano-4-[(1-methylethyl)oxy]phenyl}-1,2,4-oxadiazol-3-yl)-5-methyl-3,4-dihydro-2(1H)-isoquinolinyl]-N-methylbutanamide

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Technology Process of 4-[6-(5-{3-cyano-4-[(1-methylethyl)oxy]phenyl}-1,2,4-oxadiazol-3-yl)-5-methyl-3,4-dihydro-2(1H)-isoquinolinyl]-N-methylbutanamide

There total 15 articles about 4-[6-(5-{3-cyano-4-[(1-methylethyl)oxy]phenyl}-1,2,4-oxadiazol-3-yl)-5-methyl-3,4-dihydro-2(1H)-isoquinolinyl]-N-methylbutanamide 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:

: 1258855-40-1
sodium 4-(6-(5-(3-cyano-4-isopropoxyphenyl)-1,2,4-oxadiazol-3-yl)-5-methyl-3,4-dihydroisoquinolin-2(1H)-yl)butanoate

: 74-89-5
methylamine

: 1258852-05-9
4-[6-(5-{3-cyano-4-[(1-methylethyl)oxy]phenyl}-1,2,4-oxadiazol-3-yl)-5-methyl-3,4-dihydro-2(1H)-isoquinolinyl]-N-methylbutanamide

Guidance literature:: With benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine; In tetrahydrofuran; N,N-dimethyl-formamide; at 20 ℃; for 24h;

Reference yield:

: 258273-31-3
3-cyano-4-isopropoxybenzoic acid

: 1258852-05-9
4-[6-(5-{3-cyano-4-[(1-methylethyl)oxy]phenyl}-1,2,4-oxadiazol-3-yl)-5-methyl-3,4-dihydro-2(1H)-isoquinolinyl]-N-methylbutanamide

Guidance literature:: Multi-step reaction with 6 steps

1: oxalyl dichloride / N,N-dimethyl-formamide / 4 h / 20 °C

2: pyridine / toluene / 15.33 h / 20 - 80 °C

3: dichloromethane / 1 h / 0 °C

4: potassium carbonate / N,N-dimethyl-formamide / 6 h / 80 °C

5: sodium hydroxide / ethanol / 1 h / 50 °C

6: triethylamine; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; benzotriazol-1-ol / N,N-dimethyl-formamide; tetrahydrofuran / 24 h / 20 °C

With pyridine; oxalyl dichloride; potassium carbonate; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine; sodium hydroxide; N,N-dimethyl-formamide; In tetrahydrofuran; ethanol; dichloromethane; N,N-dimethyl-formamide; toluene;

Reference yield:

: 1165923-89-6
1,1-dimethylethyl 6-hydroxy-5-methyl-3,4-dihydro-2(1H)-isoquinolinecarboxylate

: 1258852-05-9
4-[6-(5-{3-cyano-4-[(1-methylethyl)oxy]phenyl}-1,2,4-oxadiazol-3-yl)-5-methyl-3,4-dihydro-2(1H)-isoquinolinyl]-N-methylbutanamide

Guidance literature:: Multi-step reaction with 8 steps

1: pyridine / dichloromethane / -30 - 20 °C / Inert atmosphere

2: tetrakis(triphenylphosphine) palladium⁽⁰⁾ / N,N-dimethyl-formamide / 6 h / 100 °C / Inert atmosphere

3: hydroxylamine hydrochloride; sodium hydrogencarbonate / ethanol / 28.5 h / Reflux

4: pyridine / toluene / 15.33 h / 20 - 80 °C

5: dichloromethane / 1 h / 0 °C

6: potassium carbonate / N,N-dimethyl-formamide / 6 h / 80 °C

7: sodium hydroxide / ethanol / 1 h / 50 °C

8: triethylamine; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; benzotriazol-1-ol / N,N-dimethyl-formamide; tetrahydrofuran / 24 h / 20 °C

With pyridine; hydroxylamine hydrochloride; sodium hydrogencarbonate; potassium carbonate; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine; sodium hydroxide; tetrakis(triphenylphosphine) palladium⁽⁰⁾; In tetrahydrofuran; ethanol; dichloromethane; N,N-dimethyl-formamide; toluene;