4-[6-(5-{3-cyano-4-[(1-methylethyl)oxy]phenyl}-1,3,4-thiadiazol-2-yl)-5-methyl-3,4-dihydro-2(1H)-isoquinolinyl]-N-methylbutanamide

Base Information

Chemical Name:4-[6-(5-{3-cyano-4-[(1-methylethyl)oxy]phenyl}-1,3,4-thiadiazol-2-yl)-5-methyl-3,4-dihydro-2(1H)-isoquinolinyl]-N-methylbutanamide
CAS No.:1258852-14-0
Molecular Formula:C₂₇H₃₁N₅O₂S
Molecular Weight:489.641
Hs Code.:

Synonyms:4-[6-(5-{3-cyano-4-[(1-methylethyl)oxy]phenyl}-1,3,4-thiadiazol-2-yl)-5-methyl-3,4-dihydro-2(1H)-isoquinolinyl]-N-methylbutanamide

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Chemical Property of 4-[6-(5-{3-cyano-4-[(1-methylethyl)oxy]phenyl}-1,3,4-thiadiazol-2-yl)-5-methyl-3,4-dihydro-2(1H)-isoquinolinyl]-N-methylbutanamide

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Technology Process of 4-[6-(5-{3-cyano-4-[(1-methylethyl)oxy]phenyl}-1,3,4-thiadiazol-2-yl)-5-methyl-3,4-dihydro-2(1H)-isoquinolinyl]-N-methylbutanamide

There total 20 articles about 4-[6-(5-{3-cyano-4-[(1-methylethyl)oxy]phenyl}-1,3,4-thiadiazol-2-yl)-5-methyl-3,4-dihydro-2(1H)-isoquinolinyl]-N-methylbutanamide 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:

: C₃₀H₃₆N₄O₃S

: 74-89-5
methylamine

: 1258852-14-0
4-[6-(5-{3-cyano-4-[(1-methylethyl)oxy]phenyl}-1,3,4-thiadiazol-2-yl)-5-methyl-3,4-dihydro-2(1H)-isoquinolinyl]-N-methylbutanamide

Guidance literature:: In water; at 20 - 120 ℃; for 2h; Irradiation with microwave;

Reference yield:

: 611-20-1
salicylonitrile

: 1258852-14-0
4-[6-(5-{3-cyano-4-[(1-methylethyl)oxy]phenyl}-1,3,4-thiadiazol-2-yl)-5-methyl-3,4-dihydro-2(1H)-isoquinolinyl]-N-methylbutanamide

Guidance literature:: Multi-step reaction with 10 steps

1.1: trifluorormethanesulfonic acid; N-iodo-succinimide / acetonitrile / 0 - 20 °C

2.1: potassium carbonate / acetonitrile / Reflux

3.1: potassium acetate / (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride / 1,4-dioxane / 90 °C / Inert atmosphere

4.1: sodium carbonate / tetrakis(triphenylphosphine) palladium⁽⁰⁾ / 1,2-dimethoxyethane; water / Reflux; Inert atmosphere

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

6.1: hydrogenchloride / 1,4-dioxane / 3.33 h / 25 °C / Inert atmosphere

7.1: potassium carbonate / N,N-dimethyl-formamide / 8 h / 70 °C

8.1: sodium hydroxide / ethanol / 2 h / 20 - 50 °C

9.1: acetic acid / 0.08 h

9.2: 0.25 h / 0 °C

10.1: water / 2 h / 20 - 120 °C / Irradiation with microwave

With hydrogenchloride; N-iodo-succinimide; trifluorormethanesulfonic acid; potassium acetate; sodium carbonate; potassium carbonate; acetic acid; sodium hydroxide; (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; tetrakis(triphenylphosphine) palladium⁽⁰⁾; dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂; In 1,4-dioxane; 1,2-dimethoxyethane; ethanol; water; N,N-dimethyl-formamide; acetonitrile;

Reference yield:

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

: 1258852-14-0
4-[6-(5-{3-cyano-4-[(1-methylethyl)oxy]phenyl}-1,3,4-thiadiazol-2-yl)-5-methyl-3,4-dihydro-2(1H)-isoquinolinyl]-N-methylbutanamide

Guidance literature:: Multi-step reaction with 8 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: hydrogenchloride / 1,4-dioxane / 3.33 h / 25 °C / Inert atmosphere

5.1: potassium carbonate / N,N-dimethyl-formamide / 8 h / 70 °C

6.1: sodium hydroxide / ethanol / 2 h / 20 - 50 °C

7.1: acetic acid / 0.08 h

7.2: 0.25 h / 0 °C

8.1: water / 2 h / 20 - 120 °C / Irradiation with microwave

With hydrogenchloride; tert.-butylnitrite; sodium carbonate; potassium carbonate; acetic acid; sodium hydroxide; copper(ll) bromide; trichlorophosphate; dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂; In 1,4-dioxane; 1,2-dimethoxyethane; ethanol; water; N,N-dimethyl-formamide; acetonitrile;