1-methyl-4-(4-(5-(methyl(2,2,6,6-tetramethylpiperidin-4-yl)amino)-1,3,4-thiadiazol-2-yl)-3-(trifluoromethoxy)phenyl)pyridin-2(1H)-one

Base Information

Chemical Name:1-methyl-4-(4-(5-(methyl(2,2,6,6-tetramethylpiperidin-4-yl)amino)-1,3,4-thiadiazol-2-yl)-3-(trifluoromethoxy)phenyl)pyridin-2(1H)-one
CAS No.:1620514-62-6
Molecular Formula:C₂₅H₃₀F₃N₅O₂S
Molecular Weight:521.607
Hs Code.:

Synonyms:1-methyl-4-(4-(5-(methyl(2,2,6,6-tetramethylpiperidin-4-yl)amino)-1,3,4-thiadiazol-2-yl)-3-(trifluoromethoxy)phenyl)pyridin-2(1H)-one

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Chemical Property of 1-methyl-4-(4-(5-(methyl(2,2,6,6-tetramethylpiperidin-4-yl)amino)-1,3,4-thiadiazol-2-yl)-3-(trifluoromethoxy)phenyl)pyridin-2(1H)-one

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Technology Process of 1-methyl-4-(4-(5-(methyl(2,2,6,6-tetramethylpiperidin-4-yl)amino)-1,3,4-thiadiazol-2-yl)-3-(trifluoromethoxy)phenyl)pyridin-2(1H)-one

There total 6 articles about 1-methyl-4-(4-(5-(methyl(2,2,6,6-tetramethylpiperidin-4-yl)amino)-1,3,4-thiadiazol-2-yl)-3-(trifluoromethoxy)phenyl)pyridin-2(1H)-one 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%

: 1160790-84-0
1-methyl-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyridin-2(1H)-one

: 4-(5-(methyl(2,2,6,6-tetramethylpiperidin-4-yl)amino)-1,3,4-thiadiazol-2-yl)-3-(trifluoromethoxy)phenyl trifluoromethanesulfonate

: 1620514-62-6
1-methyl-4-(4-(5-(methyl(2,2,6,6-tetramethylpiperidin-4-yl)amino)-1,3,4-thiadiazol-2-yl)-3-(trifluoromethoxy)phenyl)pyridin-2(1H)-one

Guidance literature:: With tetrakis(triphenylphosphine) palladium⁽⁰⁾; sodium carbonate; In 1,4-dioxane; water; at 120 ℃; for 0.5h; Inert atmosphere; Microwave irradiation;
DOI:10.1021/acs.jmedchem.0c02173

Reference yield:

: 62995-79-3
4-N-methylamino-2,2,6,6-tetramethylpiperidine

: 1620514-62-6
1-methyl-4-(4-(5-(methyl(2,2,6,6-tetramethylpiperidin-4-yl)amino)-1,3,4-thiadiazol-2-yl)-3-(trifluoromethoxy)phenyl)pyridin-2(1H)-one

Guidance literature:: Multi-step reaction with 5 steps

1: N-ethyl-N,N-diisopropylamine / 1,4-dioxane / 16 h / 120 °C

2: tetrakis(triphenylphosphine) palladium⁽⁰⁾; sodium carbonate / 1,4-dioxane; water / 0.5 h / 120 °C / Inert atmosphere; Microwave irradiation

3: hydrogen; palladium 10% on activated carbon / ethyl acetate; ethanol / 22 h / 2585.81 Torr

4: triethylamine / dichloromethane / 3.17 h / 0 - 20 °C / Inert atmosphere

5: tetrakis(triphenylphosphine) palladium⁽⁰⁾; sodium carbonate / 1,4-dioxane; water / 0.5 h / 120 °C / Inert atmosphere; Microwave irradiation

With tetrakis(triphenylphosphine) palladium⁽⁰⁾; palladium 10% on activated carbon; hydrogen; sodium carbonate; triethylamine; N-ethyl-N,N-diisopropylamine; In 1,4-dioxane; ethanol; dichloromethane; water; ethyl acetate; 2: |Suzuki-Miyaura Coupling / 5: |Suzuki-Miyaura Coupling;
DOI:10.1021/acs.jmedchem.0c02173

Reference yield:

: 1620515-75-4
5-bromo-N-methyl-N-(2,2,6,6-tetramethylpiperidin-4-yl)-1,3,4-thiadiazol-2-amine

: 1620514-62-6
1-methyl-4-(4-(5-(methyl(2,2,6,6-tetramethylpiperidin-4-yl)amino)-1,3,4-thiadiazol-2-yl)-3-(trifluoromethoxy)phenyl)pyridin-2(1H)-one

Guidance literature:: Multi-step reaction with 4 steps

1: tetrakis(triphenylphosphine) palladium⁽⁰⁾; sodium carbonate / 1,4-dioxane; water / 0.5 h / 120 °C / Inert atmosphere; Microwave irradiation

2: hydrogen; palladium 10% on activated carbon / ethyl acetate; ethanol / 22 h / 2585.81 Torr

3: triethylamine / dichloromethane / 3.17 h / 0 - 20 °C / Inert atmosphere

4: tetrakis(triphenylphosphine) palladium⁽⁰⁾; sodium carbonate / 1,4-dioxane; water / 0.5 h / 120 °C / Inert atmosphere; Microwave irradiation

With tetrakis(triphenylphosphine) palladium⁽⁰⁾; palladium 10% on activated carbon; hydrogen; sodium carbonate; triethylamine; In 1,4-dioxane; ethanol; dichloromethane; water; ethyl acetate; 1: |Suzuki-Miyaura Coupling / 4: |Suzuki-Miyaura Coupling;
DOI:10.1021/acs.jmedchem.0c02173