ethyl 3-(6-(5-(3-cyano-4-isopropoxyphenyl)-1,2,4-oxadiazol-3-yl)-3,4-dihydroisoquinolin-2(1H)-yl)propanoate

Base Information

Chemical Name:ethyl 3-(6-(5-(3-cyano-4-isopropoxyphenyl)-1,2,4-oxadiazol-3-yl)-3,4-dihydroisoquinolin-2(1H)-yl)propanoate
CAS No.:1286751-29-8
Molecular Formula:C₂₆H₂₈N₄O₄
Molecular Weight:460.533
Hs Code.:

Synonyms:ethyl 3-(6-(5-(3-cyano-4-isopropoxyphenyl)-1,2,4-oxadiazol-3-yl)-3,4-dihydroisoquinolin-2(1H)-yl)propanoate

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Chemical Property of ethyl 3-(6-(5-(3-cyano-4-isopropoxyphenyl)-1,2,4-oxadiazol-3-yl)-3,4-dihydroisoquinolin-2(1H)-yl)propanoate

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Technology Process of ethyl 3-(6-(5-(3-cyano-4-isopropoxyphenyl)-1,2,4-oxadiazol-3-yl)-3,4-dihydroisoquinolin-2(1H)-yl)propanoate

There total 8 articles about ethyl 3-(6-(5-(3-cyano-4-isopropoxyphenyl)-1,2,4-oxadiazol-3-yl)-3,4-dihydroisoquinolin-2(1H)-yl)propanoate 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: 97.0%

: 1286751-25-4
2-isopropoxy-5-(3-(1,2,3,4-tetrahydroisoquinolin-6-yl)-1,2,4-oxadiazol-5-yl)benzonitrile trifluoroacetate

: 140-88-5,9003-32-1
ethyl acrylate

: 1286751-29-8
ethyl 3-(6-(5-(3-cyano-4-isopropoxyphenyl)-1,2,4-oxadiazol-3-yl)-3,4-dihydroisoquinolin-2(1H)-yl)propanoate

Guidance literature:: With 1,8-diazabicyclo[5.4.0]undec-7-ene; In acetonitrile; at 20 ℃; for 16h;
DOI:10.1021/ml2000214

Reference yield:

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

: 1286751-29-8
ethyl 3-(6-(5-(3-cyano-4-isopropoxyphenyl)-1,2,4-oxadiazol-3-yl)-3,4-dihydroisoquinolin-2(1H)-yl)propanoate

Guidance literature:: Multi-step reaction with 4 steps

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

2: pyridine / toluene / 2.33 h / 20 - 120 °C / Inert atmosphere

3: dichloromethane / 0 - 20 °C

4: 1,8-diazabicyclo[5.4.0]undec-7-ene / acetonitrile / 16 h / 20 °C

With pyridine; oxalyl dichloride; 1,8-diazabicyclo[5.4.0]undec-7-ene; N,N-dimethyl-formamide; In dichloromethane; toluene; acetonitrile; 4: Michael addition;
DOI:10.1021/ml2000214

Reference yield:

: 226942-29-6
6-bromo-1,2,3,4-tetrahydroisoquinoline

: 1286751-29-8
ethyl 3-(6-(5-(3-cyano-4-isopropoxyphenyl)-1,2,4-oxadiazol-3-yl)-3,4-dihydroisoquinolin-2(1H)-yl)propanoate

Guidance literature:: Multi-step reaction with 6 steps

1: tetrakis(triphenylphosphine) palladium⁽⁰⁾ / N,N-dimethyl-formamide / 1 h / 130 °C / Microwave irradiation

2: triethylamine / dichloromethane / 1 h / 20 °C

3: hydroxylamine hydrochloride; sodium hydrogencarbonate / ethanol / 4 h / 80 °C

4: pyridine / toluene / 2.33 h / 20 - 120 °C / Inert atmosphere

5: dichloromethane / 0 - 20 °C

6: 1,8-diazabicyclo[5.4.0]undec-7-ene / acetonitrile / 16 h / 20 °C

With pyridine; tetrakis(triphenylphosphine) palladium⁽⁰⁾; hydroxylamine hydrochloride; sodium hydrogencarbonate; 1,8-diazabicyclo[5.4.0]undec-7-ene; triethylamine; In ethanol; dichloromethane; N,N-dimethyl-formamide; toluene; acetonitrile; 6: Michael addition;
DOI:10.1021/ml2000214