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

Base Information

• Chemical Name: sodium 3-[6-(5-(3-cyano-4-propoxyphenyl)-1,2,4-oxadiazol-3-yl)-5-methyl-3,4-dihydro-2(1H)-isoquinolinyl]propanoate
• CAS No.: 1286750-69-3
• Molecular Formula: C₂₅H₂₅N₄O₄*Na
• Molecular Weight: 468.488
• Mol file: 1286750-69-3.mol

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

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

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

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

There total 12 articles about sodium 3-[6-(5-(3-cyano-4-propoxyphenyl)-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: 67.0%

ethyl 3-(6-(5-(3-cyano-4-propoxyphenyl)-1,2,4-oxadiazol-3-yl)-5-methyl-3,4-dihydro-2(1H)-isoquinolinyl)propanoate (1286751-09-4) → sodium 3-[6-(5-(3-cyano-4-propoxyphenyl)-1,2,4-oxadiazol-3-yl)-5-methyl-3,4-dihydro-2(1H)-isoquinolinyl]propanoate (1286750-69-3)

Guidance literature:

With water; sodium hydroxide; In ethanol; at 20 ℃; for 21h;

DOI:10.1021/ml2000214

Reference yield:

C18H31NO3Si → sodium 3-[6-(5-(3-cyano-4-propoxyphenyl)-1,2,4-oxadiazol-3-yl)-5-methyl-3,4-dihydro-2(1H)-isoquinolinyl]propanoate (1286750-69-3)

Guidance literature:

Multi-step reaction with 10 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: sodium hydride / tetrahydrofuran; mineral oil / 0.5 h / 20 °C / Inert atmosphere

8: hydrogenchloride / 1,4-dioxane / 6 h / 20 °C / Inert atmosphere

9: 1,8-diazabicyclo[5.4.0]undec-7-ene / acetonitrile / 1.5 h / 20 °C

10: water; sodium hydroxide / ethanol / 21 h / 20 °C

With pyridine; hydrogenchloride; tetrakis(triphenylphosphine) palladium⁽⁰⁾; hydroxylamine hydrochloride; tetrabutyl ammonium fluoride; water; palladium diacetate; sodium hydride; sodium hydrogencarbonate; 1,8-diazabicyclo[5.4.0]undec-7-ene; sodium hydroxide; In tetrahydrofuran; 1,4-dioxane; ethanol; dichloromethane; ethyl acetate; N,N-dimethyl-formamide; toluene; acetonitrile; mineral oil; 9: Michael addition;

DOI:10.1021/ml2000214

Reference yield:

1,1-dimethylethyl 6-hydroxy-5-methyl-3,4-dihydro-2(1H)-isoquinolinecarboxylate (1165923-89-6) → sodium 3-[6-(5-(3-cyano-4-propoxyphenyl)-1,2,4-oxadiazol-3-yl)-5-methyl-3,4-dihydro-2(1H)-isoquinolinyl]propanoate (1286750-69-3)

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 / 3 h / 20 - 110 °C / Inert atmosphere

5: sodium hydride / tetrahydrofuran; mineral oil / 0.5 h / 20 °C / Inert atmosphere

6: hydrogenchloride / 1,4-dioxane / 6 h / 20 °C / Inert atmosphere

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

8: water; sodium hydroxide / ethanol / 21 h / 20 °C

With pyridine; hydrogenchloride; tetrakis(triphenylphosphine) palladium⁽⁰⁾; hydroxylamine hydrochloride; water; sodium hydride; sodium hydrogencarbonate; 1,8-diazabicyclo[5.4.0]undec-7-ene; sodium hydroxide; In tetrahydrofuran; 1,4-dioxane; ethanol; dichloromethane; N,N-dimethyl-formamide; toluene; acetonitrile; mineral oil; 7: Michael addition;

DOI:10.1021/ml2000214

upstream raw materials:

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

1,1-dimethylethyl 5-methyl-6-{[(trifluoromethyl)sulfonyl]oxy}-3,4-dihydro-2(1H)-isoquinolinecarboxylate

1,1-dimethylethyl 6-cyano-5-methyl-3,4-dihydro-2(1H)-isoquinolinecarboxylate

1,1-dimethylethyl 6-[(hydroxyamino)(imino)methyl]-5-methyl-3,4-dihydro-2(1H)-isoquinolinecarboxylate