ethyl 3-[6-(5-(3-cyano-4-ethoxyphenyl)-1,2,4-oxadiazol-3-yl)-5-methyl-3,4-dihydro-2(1H)-isoquinolinyl]propanoate

Base Information

Chemical Name:ethyl 3-[6-(5-(3-cyano-4-ethoxyphenyl)-1,2,4-oxadiazol-3-yl)-5-methyl-3,4-dihydro-2(1H)-isoquinolinyl]propanoate
CAS No.:1286751-02-7
Molecular Formula:C₂₆H₂₈N₄O₄
Molecular Weight:460.533
Hs Code.:

Synonyms:ethyl 3-[6-(5-(3-cyano-4-ethoxyphenyl)-1,2,4-oxadiazol-3-yl)-5-methyl-3,4-dihydro-2(1H)-isoquinolinyl]propanoate

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Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

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Chemical Property of ethyl 3-[6-(5-(3-cyano-4-ethoxyphenyl)-1,2,4-oxadiazol-3-yl)-5-methyl-3,4-dihydro-2(1H)-isoquinolinyl]propanoate

Chemical Property:

Purity/Quality:: 98% ^*data from raw suppliers

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Technology Process of ethyl 3-[6-(5-(3-cyano-4-ethoxyphenyl)-1,2,4-oxadiazol-3-yl)-5-methyl-3,4-dihydro-2(1H)-isoquinolinyl]propanoate

There total 10 articles about ethyl 3-[6-(5-(3-cyano-4-ethoxyphenyl)-1,2,4-oxadiazol-3-yl)-5-methyl-3,4-dihydro-2(1H)-isoquinolinyl]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: 81.0%

: 1286751-00-5
2-ethoxy-5-[3-(5-methyl-1,2,3,4-tetrahydroisoquinolin-6-yl)-1,2,4-oxadiazol-5-yl]benzonitrile hydrochloride

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

: 1286751-02-7
ethyl 3-[6-(5-(3-cyano-4-ethoxyphenyl)-1,2,4-oxadiazol-3-yl)-5-methyl-3,4-dihydro-2(1H)-isoquinolinyl]propanoate

Guidance literature:: With 1,8-diazabicyclo[5.4.0]undec-7-ene; In acetonitrile; at 20 ℃; for 1.5h;
DOI:10.1021/ml2000214

Reference yield:

: C₁₈H₃₁NO₃Si

: 1286751-02-7
ethyl 3-[6-(5-(3-cyano-4-ethoxyphenyl)-1,2,4-oxadiazol-3-yl)-5-methyl-3,4-dihydro-2(1H)-isoquinolinyl]propanoate

Guidance literature:: Multi-step reaction with 8 steps

1: palladium diacetate / acetonitrile / 35 °C

2: tetrabutyl ammonium fluoride / tetrahydrofuran; ethyl acetate / 0.5 h

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

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

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

6: pyridine / toluene / 3 h / 20 - 110 °C / Inert atmosphere

7: hydrogenchloride / 1,4-dioxane / 2 h / 20 °C

8: 1,8-diazabicyclo[5.4.0]undec-7-ene / acetonitrile / 1.5 h / 20 °C

With pyridine; hydrogenchloride; tetrakis(triphenylphosphine) palladium⁽⁰⁾; hydroxylamine hydrochloride; tetrabutyl ammonium fluoride; palladium diacetate; sodium hydrogencarbonate; 1,8-diazabicyclo[5.4.0]undec-7-ene; In tetrahydrofuran; 1,4-dioxane; ethanol; dichloromethane; ethyl acetate; N,N-dimethyl-formamide; toluene; acetonitrile; 8: Michael addition;
DOI:10.1021/ml2000214

Reference yield:

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

: 1286751-02-7
ethyl 3-[6-(5-(3-cyano-4-ethoxyphenyl)-1,2,4-oxadiazol-3-yl)-5-methyl-3,4-dihydro-2(1H)-isoquinolinyl]propanoate

Guidance literature:: Multi-step reaction with 6 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 / 3 h / 20 - 110 °C / Inert atmosphere

5: hydrogenchloride / 1,4-dioxane / 2 h / 20 °C

6: 1,8-diazabicyclo[5.4.0]undec-7-ene / acetonitrile / 1.5 h / 20 °C

With pyridine; hydrogenchloride; tetrakis(triphenylphosphine) palladium⁽⁰⁾; hydroxylamine hydrochloride; sodium hydrogencarbonate; 1,8-diazabicyclo[5.4.0]undec-7-ene; In 1,4-dioxane; ethanol; dichloromethane; N,N-dimethyl-formamide; toluene; acetonitrile; 6: Michael addition;
DOI:10.1021/ml2000214