5-(5-(2-(2,2-dimethyl-1,3-dioxan-5-yl)-5-methyl-1,2,3,4-tetrahydroisoquinolin-6-yl)-1,3,4-thiadiazol-2-yl)-2-isopropoxybenzonitrile

Base Information

Chemical Name:5-(5-(2-(2,2-dimethyl-1,3-dioxan-5-yl)-5-methyl-1,2,3,4-tetrahydroisoquinolin-6-yl)-1,3,4-thiadiazol-2-yl)-2-isopropoxybenzonitrile
CAS No.:1258856-61-9
Molecular Formula:C₂₈H₃₂N₄O₃S
Molecular Weight:504.653
Hs Code.:

Synonyms:5-(5-(2-(2,2-dimethyl-1,3-dioxan-5-yl)-5-methyl-1,2,3,4-tetrahydroisoquinolin-6-yl)-1,3,4-thiadiazol-2-yl)-2-isopropoxybenzonitrile

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Chemical Property of 5-(5-(2-(2,2-dimethyl-1,3-dioxan-5-yl)-5-methyl-1,2,3,4-tetrahydroisoquinolin-6-yl)-1,3,4-thiadiazol-2-yl)-2-isopropoxybenzonitrile

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Technology Process of 5-(5-(2-(2,2-dimethyl-1,3-dioxan-5-yl)-5-methyl-1,2,3,4-tetrahydroisoquinolin-6-yl)-1,3,4-thiadiazol-2-yl)-2-isopropoxybenzonitrile

There total 17 articles about 5-(5-(2-(2,2-dimethyl-1,3-dioxan-5-yl)-5-methyl-1,2,3,4-tetrahydroisoquinolin-6-yl)-1,3,4-thiadiazol-2-yl)-2-isopropoxybenzonitrile 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: 99.0%

: 1258855-41-2
2-isopropoxy-5-(5-(5-methyl-1,2,3,4-tetrahydroisoquinolin-6-yl)-1,3,4-thiadiazol-2-yl)benzonitrile trifluoroacetate

: 74181-34-3
2,2,-dimethyl-1,3-dioxan-5-one

: 1258856-61-9
5-(5-(2-(2,2-dimethyl-1,3-dioxan-5-yl)-5-methyl-1,2,3,4-tetrahydroisoquinolin-6-yl)-1,3,4-thiadiazol-2-yl)-2-isopropoxybenzonitrile

Guidance literature:: With sodium tris(acetoxy)borohydride; In dichloromethane; at 20 ℃; for 18h;
DOI:10.1021/acs.jmedchem.5b01102

Reference yield:

: 1165923-91-0
1,1-dimethylethyl 5-methyl-6-{[(trifluoromethyl)sulfonyl]oxy}-3,4-dihydro-2(1H)-isoquinolinecarboxylate

: 1258856-61-9
5-(5-(2-(2,2-dimethyl-1,3-dioxan-5-yl)-5-methyl-1,2,3,4-tetrahydroisoquinolin-6-yl)-1,3,4-thiadiazol-2-yl)-2-isopropoxybenzonitrile

Guidance literature:: Multi-step reaction with 4 steps

1.1: potassium acetate / (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride / 1,4-dioxane / Reflux

2.1: sodium carbonate / dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂ / 1,2-dimethoxyethane; water / 6 h / Inert atmosphere

3.1: dichloromethane / 0.5 h / 20 °C

4.1: sodium tris(acetoxy)borohydride / dichloromethane / 18 h / 20 °C

4.2: 0.25 h / 20 °C

With potassium acetate; sodium tris(acetoxy)borohydride; sodium carbonate; (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂; In 1,4-dioxane; 1,2-dimethoxyethane; dichloromethane; water;

Reference yield:

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

: 1258856-61-9
5-(5-(2-(2,2-dimethyl-1,3-dioxan-5-yl)-5-methyl-1,2,3,4-tetrahydroisoquinolin-6-yl)-1,3,4-thiadiazol-2-yl)-2-isopropoxybenzonitrile

Guidance literature:: Multi-step reaction with 5 steps

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

2.1: potassium acetate / (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride / 1,4-dioxane / Reflux

3.1: sodium carbonate / dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂ / 1,2-dimethoxyethane; water / 6 h / Inert atmosphere

4.1: dichloromethane / 0.5 h / 20 °C

5.1: sodium tris(acetoxy)borohydride / dichloromethane / 18 h / 20 °C

5.2: 0.25 h / 20 °C

With pyridine; potassium acetate; sodium tris(acetoxy)borohydride; sodium carbonate; (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂; In 1,4-dioxane; 1,2-dimethoxyethane; dichloromethane; water;