5-(5-(2-(1,3-dihydroxypropan-2-yl)-5-methyl-1,2,3,4-tetrahydroisoquinolin-6-yl)-1,3,4-thiadiazol-2-yl)-2-isopropoxybenzonitrile hydrochloride

Base Information

Chemical Name:5-(5-(2-(1,3-dihydroxypropan-2-yl)-5-methyl-1,2,3,4-tetrahydroisoquinolin-6-yl)-1,3,4-thiadiazol-2-yl)-2-isopropoxybenzonitrile hydrochloride
CAS No.:1258854-13-5
Molecular Formula:C₂₅H₂₈N₄O₃S*ClH
Molecular Weight:501.049
Hs Code.:

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

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

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

There total 9 articles about 5-(5-(2-(1,3-dihydroxypropan-2-yl)-5-methyl-1,2,3,4-tetrahydroisoquinolin-6-yl)-1,3,4-thiadiazol-2-yl)-2-isopropoxybenzonitrile hydrochloride 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: 60.0%

: 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

: 1258854-13-5
5-(5-(2-(1,3-dihydroxypropan-2-yl)-5-methyl-1,2,3,4-tetrahydroisoquinolin-6-yl)-1,3,4-thiadiazol-2-yl)-2-isopropoxybenzonitrile hydrochloride

Guidance literature:: With hydrogenchloride; In tetrahydrofuran; water; at 20 ℃; for 2h;
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

: 1258854-13-5
5-(5-(2-(1,3-dihydroxypropan-2-yl)-5-methyl-1,2,3,4-tetrahydroisoquinolin-6-yl)-1,3,4-thiadiazol-2-yl)-2-isopropoxybenzonitrile hydrochloride

Guidance literature:: Multi-step reaction with 5 steps

1: [1,1'-bis(diphenylphosphino)ferrocene]dichloropalladium(II); potassium acetate / 1,4-dioxane / 5 h / Reflux

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

3: dichloromethane / 0.5 h / 20 °C

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

5: hydrogenchloride / tetrahydrofuran; water / 2 h / 20 °C

With hydrogenchloride; [1,1'-bis(diphenylphosphino)ferrocene]dichloropalladium(II); dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂; potassium acetate; sodium tris(acetoxy)borohydride; sodium carbonate; In tetrahydrofuran; 1,4-dioxane; 1,2-dimethoxyethane; dichloromethane; water;
DOI:10.1021/acs.jmedchem.5b01102

Reference yield:

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

: 1258854-13-5
5-(5-(2-(1,3-dihydroxypropan-2-yl)-5-methyl-1,2,3,4-tetrahydroisoquinolin-6-yl)-1,3,4-thiadiazol-2-yl)-2-isopropoxybenzonitrile hydrochloride

Guidance literature:: Multi-step reaction with 6 steps

1: pyridine / dichloromethane / 0.67 h / -30 °C / Inert atmosphere

2: [1,1'-bis(diphenylphosphino)ferrocene]dichloropalladium(II); potassium acetate / 1,4-dioxane / 5 h / Reflux

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

4: dichloromethane / 0.5 h / 20 °C

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

6: hydrogenchloride / tetrahydrofuran; water / 2 h / 20 °C

With pyridine; hydrogenchloride; [1,1'-bis(diphenylphosphino)ferrocene]dichloropalladium(II); dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂; potassium acetate; sodium tris(acetoxy)borohydride; sodium carbonate; In tetrahydrofuran; 1,4-dioxane; 1,2-dimethoxyethane; dichloromethane; water;
DOI:10.1021/acs.jmedchem.5b01102