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

Base Information

Chemical Name:3-[6-(5-{3-cyano-4-[(1-methylethyl)oxy]phenyl}-1,2,4-oxadiazol-3-yl)-5-methyl-3,4-dihydro-2(1H)-isoquinolinyl]propanamide
CAS No.:1258852-01-5
Molecular Formula:C₂₅H₂₇N₅O₃
Molecular Weight:445.521
Hs Code.:

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

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

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

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

: 1165923-54-5
sodium 3-[6-(5-{3-cyano-4-[(1-methylethyl)oxy]phenyl}-1,2,4-oxadiazol-3-yl)-5-methyl-3,4-dihydro-2(1H)-isoquinolinyl]propanoate

: 1258852-01-5
3-[6-(5-{3-cyano-4-[(1-methylethyl)oxy]phenyl}-1,2,4-oxadiazol-3-yl)-5-methyl-3,4-dihydro-2(1H)-isoquinolinyl]propanamide

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

Reference yield:

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

: 1258852-01-5
3-[6-(5-{3-cyano-4-[(1-methylethyl)oxy]phenyl}-1,2,4-oxadiazol-3-yl)-5-methyl-3,4-dihydro-2(1H)-isoquinolinyl]propanamide

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: 1,8-diazabicyclo[5.4.0]undec-7-ene / acetonitrile / 3 h / 20 °C

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

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

With pyridine; N-hydroxybenzotriazole ammonium salt; oxalyl dichloride; 1,8-diazabicyclo[5.4.0]undec-7-ene; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine; sodium hydroxide; N,N-dimethyl-formamide; In ethanol; dichloromethane; N,N-dimethyl-formamide; toluene; acetonitrile;

Reference yield:

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

: 1258852-01-5
3-[6-(5-{3-cyano-4-[(1-methylethyl)oxy]phenyl}-1,2,4-oxadiazol-3-yl)-5-methyl-3,4-dihydro-2(1H)-isoquinolinyl]propanamide

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: 1,8-diazabicyclo[5.4.0]undec-7-ene / acetonitrile / 3 h / 20 °C

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

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

With pyridine; N-hydroxybenzotriazole ammonium salt; hydroxylamine hydrochloride; sodium hydrogencarbonate; 1,8-diazabicyclo[5.4.0]undec-7-ene; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine; sodium hydroxide; tetrakis(triphenylphosphine) palladium⁽⁰⁾; In ethanol; dichloromethane; N,N-dimethyl-formamide; toluene; acetonitrile;