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

Base Information

Chemical Name:2-isopropoxy-5-(5-(5-methyl-1,2,3,4-tetrahydroisoquinolin-6-yl)-1,3,4-thiadiazol-2-yl)benzonitrile trifluoroacetate
CAS No.:1258855-41-2
Molecular Formula:C₂HF₃O₂*C₂₂H₂₂N₄OS
Molecular Weight:504.533
Hs Code.:

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

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Chemical Property of 2-isopropoxy-5-(5-(5-methyl-1,2,3,4-tetrahydroisoquinolin-6-yl)-1,3,4-thiadiazol-2-yl)benzonitrile trifluoroacetate

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Technology Process of 2-isopropoxy-5-(5-(5-methyl-1,2,3,4-tetrahydroisoquinolin-6-yl)-1,3,4-thiadiazol-2-yl)benzonitrile trifluoroacetate

There total 16 articles about 2-isopropoxy-5-(5-(5-methyl-1,2,3,4-tetrahydroisoquinolin-6-yl)-1,3,4-thiadiazol-2-yl)benzonitrile trifluoroacetate 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: 86.0%

: 1258440-72-0
tert-butyl 6-(5-(3-cyano-4-isopropoxyphenyl)-1,3,4-thiadiazol-2-yl)-5-methyl-3,4-dihydroisoquinoline-2(1H)-carboxylate

: 76-05-1
trifluoroacetic acid

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

Guidance literature:: In dichloromethane; at 20 ℃; for 0.5h;
DOI:10.1021/acs.jmedchem.5b01102

Reference yield:

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

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

Guidance literature:: Multi-step reaction with 4 steps

1.1: trichlorophosphate / 3 h / 90 °C

1.2: 35 °C / pH 10 / Cooling with ice

2.1: copper(ll) bromide; tert.-butylnitrite / acetonitrile / 20 - 70 °C

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

With tert.-butylnitrite; sodium carbonate; copper(ll) bromide; trichlorophosphate; dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂; In 1,2-dimethoxyethane; dichloromethane; water; acetonitrile;

Reference yield:

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

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

Guidance literature:: Multi-step reaction with 4 steps

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

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

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

4: dichloromethane / 0.5 h / 20 °C

With pyridine; potassium acetate; 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;