3-(2-bromo-4-(trifluoromethyl)phenyl)-N-(2,4-dimethoxybenzyl)-1-methyl-N-(1,2,4-thiadiazol-5-yl)-1H-indole-6-sulfonamide

Base Information

Chemical Name:3-(2-bromo-4-(trifluoromethyl)phenyl)-N-(2,4-dimethoxybenzyl)-1-methyl-N-(1,2,4-thiadiazol-5-yl)-1H-indole-6-sulfonamide
CAS No.:1423161-94-7
Molecular Formula:C₂₇H₂₂BrF₃N₄O₄S₂
Molecular Weight:667.527
Hs Code.:

Synonyms:3-(2-bromo-4-(trifluoromethyl)phenyl)-N-(2,4-dimethoxybenzyl)-1-methyl-N-(1,2,4-thiadiazol-5-yl)-1H-indole-6-sulfonamide

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Chemical Property of 3-(2-bromo-4-(trifluoromethyl)phenyl)-N-(2,4-dimethoxybenzyl)-1-methyl-N-(1,2,4-thiadiazol-5-yl)-1H-indole-6-sulfonamide

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Technology Process of 3-(2-bromo-4-(trifluoromethyl)phenyl)-N-(2,4-dimethoxybenzyl)-1-methyl-N-(1,2,4-thiadiazol-5-yl)-1H-indole-6-sulfonamide

There total 8 articles about 3-(2-bromo-4-(trifluoromethyl)phenyl)-N-(2,4-dimethoxybenzyl)-1-methyl-N-(1,2,4-thiadiazol-5-yl)-1H-indole-6-sulfonamide 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: 43.6%

: 640280-28-0
1-bromo-2-iodo-4-(trifluoromethyl)benzene

: 1423161-93-6
N-(2,4-dimethoxybenzyl)-1-methyl-3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-N-(1,2,4-thiadiazol-5-yl)-1H-indole-6-sulfonamide

: 1423161-94-7
3-(2-bromo-4-(trifluoromethyl)phenyl)-N-(2,4-dimethoxybenzyl)-1-methyl-N-(1,2,4-thiadiazol-5-yl)-1H-indole-6-sulfonamide

Guidance literature:: With potassium phosphate; dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂; In N,N-dimethyl-formamide; at 60 ℃; for 2h; Inert atmosphere; Sealed tube;

Reference yield: 43.6%

: 1423161-85-6
3-bromo-N-(2,4-dimethoxybenzyl)-1-methyl-N-(1,2,4-thiadiazol-5-yl)-1H-indole-6-sulfonamide

: 481075-58-5
2-bromo-1-iodo-4-(trifluoromethyl)benzene

: 1423161-94-7
3-(2-bromo-4-(trifluoromethyl)phenyl)-N-(2,4-dimethoxybenzyl)-1-methyl-N-(1,2,4-thiadiazol-5-yl)-1H-indole-6-sulfonamide

Guidance literature:: With potassium phosphate; dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂; In N,N-dimethyl-formamide; at 60 ℃; for 2h; Sealed tube; Inert atmosphere;
DOI:10.1021/acsmedchemlett.6b00243

Reference yield:

: 52415-29-9
6-bromo-1H-indole

: 1423161-94-7
3-(2-bromo-4-(trifluoromethyl)phenyl)-N-(2,4-dimethoxybenzyl)-1-methyl-N-(1,2,4-thiadiazol-5-yl)-1H-indole-6-sulfonamide

Guidance literature:: Multi-step reaction with 6 steps

1.1: sodium hydride / tetrahydrofuran; mineral oil / 0.33 h / Inert atmosphere

1.2: 0.33 h / Inert atmosphere

2.1: n-butyllithium / tetrahydrofuran / 0.5 h / Inert atmosphere; Cooling with acetone-dry ice

2.2: 0.58 h / 0 °C / Inert atmosphere; Cooling with acetone-dry ice

2.3: 0.25 h / 0 °C

3.1: N-Bromosuccinimide / dichloromethane / 2.5 h / Darkness

4.1: lithium hexamethyldisilazane / tetrahydrofuran / 0.17 h / -78 °C / Inert atmosphere

4.2: 2 h / Inert atmosphere

5.1: potassium acetate; tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; XPhos / 1,4-dioxane / 18 h / 60 °C / Inert atmosphere; Sealed tube

6.1: potassium phosphate; dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂ / N,N-dimethyl-formamide / 2 h / 60 °C / Inert atmosphere; Sealed tube

With potassium phosphate; tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; N-Bromosuccinimide; n-butyllithium; dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂; potassium acetate; sodium hydride; lithium hexamethyldisilazane; XPhos; In tetrahydrofuran; 1,4-dioxane; dichloromethane; N,N-dimethyl-formamide; mineral oil; 6.1: |Suzuki Coupling;