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

Base Information

Chemical Name:N-(3-bromo-1,2,4-thiadiazol-5-yl)-N-(4-methoxybenzyl)-1-methyl-3-(2-(1-methyl-1H-pyrazol-5-yl)-4-(trifluoromethyl)phenyl)-1H-indole-6-sulfonamide
CAS No.:1423161-78-7
Molecular Formula:C₃₀H₂₄BrF₃N₆O₃S₂
Molecular Weight:717.59
Hs Code.:

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

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

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

There total 10 articles about N-(3-bromo-1,2,4-thiadiazol-5-yl)-N-(4-methoxybenzyl)-1-methyl-3-(2-(1-methyl-1H-pyrazol-5-yl)-4-(trifluoromethyl)phenyl)-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: 73.1%

: 1423161-87-8
perfluorophenyl 1-methyl-3-(2-(1-methyl-1H-pyrazol-5-yl)-4-(trifluoromethyl)phenyl)-1H-indole-6-sulfonate

: 1423162-01-9
3-bromo-N-(4-methoxybenzyl)-1,2,4-thiadiazol-5-amine

: 1423161-78-7
N-(3-bromo-1,2,4-thiadiazol-5-yl)-N-(4-methoxybenzyl)-1-methyl-3-(2-(1-methyl-1H-pyrazol-5-yl)-4-(trifluoromethyl)phenyl)-1H-indole-6-sulfonamide

Guidance literature:: 3-bromo-N-(4-methoxybenzyl)-1,2,4-thiadiazol-5-amine; With lithium hexamethyldisilazane; In tetrahydrofuran; for 0.333333h; Inert atmosphere; Cooling with acetone-dry ice;

perfluorophenyl 1-methyl-3-(2-(1-methyl-1H-pyrazol-5-yl)-4-(trifluoromethyl)phenyl)-1H-indole-6-sulfonate; In tetrahydrofuran; for 2.68333h; Inert atmosphere; Cooling with ice; Cooling with acetone-dry ice;

Reference yield:

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

: 1423161-78-7
N-(3-bromo-1,2,4-thiadiazol-5-yl)-N-(4-methoxybenzyl)-1-methyl-3-(2-(1-methyl-1H-pyrazol-5-yl)-4-(trifluoromethyl)phenyl)-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: triethylamine / dichloromethane / 0.75 h

5.1: potassium phosphate; bis(di-tert-?butyl(4-?dimethylaminophenyl)?phosphine)?dichloropalladium(II) / 1,4-dioxane; water / 0.5 h / 90 °C / Inert atmosphere; Sealed tube; Microwave irradiation

6.1: lithium hexamethyldisilazane / tetrahydrofuran / 0.33 h / Inert atmosphere; Cooling with acetone-dry ice

6.2: 2.68 h / Inert atmosphere; Cooling with ice; Cooling with acetone-dry ice

With potassium phosphate; N-Bromosuccinimide; n-butyllithium; bis(di-tert-?butyl(4-?dimethylaminophenyl)?phosphine)?dichloropalladium(II); sodium hydride; triethylamine; lithium hexamethyldisilazane; In tetrahydrofuran; 1,4-dioxane; dichloromethane; water; mineral oil; 5.1: |Suzuki Coupling;

Reference yield:

: 1041469-95-7
1-methyl-1H-indole-6-sulfonyl chloride

: 1423161-78-7
N-(3-bromo-1,2,4-thiadiazol-5-yl)-N-(4-methoxybenzyl)-1-methyl-3-(2-(1-methyl-1H-pyrazol-5-yl)-4-(trifluoromethyl)phenyl)-1H-indole-6-sulfonamide

Guidance literature:: Multi-step reaction with 4 steps

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

2.1: triethylamine / dichloromethane / 0.75 h

3.1: potassium phosphate; bis(di-tert-?butyl(4-?dimethylaminophenyl)?phosphine)?dichloropalladium(II) / 1,4-dioxane; water / 0.5 h / 90 °C / Inert atmosphere; Sealed tube; Microwave irradiation

4.1: lithium hexamethyldisilazane / tetrahydrofuran / 0.33 h / Inert atmosphere; Cooling with acetone-dry ice

4.2: 2.68 h / Inert atmosphere; Cooling with ice; Cooling with acetone-dry ice

With potassium phosphate; N-Bromosuccinimide; bis(di-tert-?butyl(4-?dimethylaminophenyl)?phosphine)?dichloropalladium(II); triethylamine; lithium hexamethyldisilazane; In tetrahydrofuran; 1,4-dioxane; dichloromethane; water; 3.1: |Suzuki Coupling;