tert-butyl 6-((2,4-dimethoxybenzyl)-N-(1,2,4-thiadiazol-5-yl)sulfamoyl)-3-(2-(1-methyl-1H-pyrazol-5-yl)-4-(trifluoromethyl)phenyl)-1H-pyrrolo[2,3-b]pyridine-1-carboxylate

Base Information

Chemical Name:tert-butyl 6-((2,4-dimethoxybenzyl)-N-(1,2,4-thiadiazol-5-yl)sulfamoyl)-3-(2-(1-methyl-1H-pyrazol-5-yl)-4-(trifluoromethyl)phenyl)-1H-pyrrolo[2,3-b]pyridine-1-carboxylate
CAS No.:1423161-99-2
Molecular Formula:C₃₄H₃₂F₃N₇O₆S₂
Molecular Weight:755.799
Hs Code.:

tert-butyl 6-((2,4-dimethoxybenzyl)-N-(1,2,4-thiadiazol-5-yl)sulfamoyl)-3-(2-(1-methyl-1H-pyrazol-5-yl)-4-(trifluoromethyl)phenyl)-1H-pyrrolo[2,3-b]pyridine-1-carboxylate

Synonyms:tert-butyl 6-((2,4-dimethoxybenzyl)-N-(1,2,4-thiadiazol-5-yl)sulfamoyl)-3-(2-(1-methyl-1H-pyrazol-5-yl)-4-(trifluoromethyl)phenyl)-1H-pyrrolo[2,3-b]pyridine-1-carboxylate

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Chemical Property of tert-butyl 6-((2,4-dimethoxybenzyl)-N-(1,2,4-thiadiazol-5-yl)sulfamoyl)-3-(2-(1-methyl-1H-pyrazol-5-yl)-4-(trifluoromethyl)phenyl)-1H-pyrrolo[2,3-b]pyridine-1-carboxylate

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Technology Process of tert-butyl 6-((2,4-dimethoxybenzyl)-N-(1,2,4-thiadiazol-5-yl)sulfamoyl)-3-(2-(1-methyl-1H-pyrazol-5-yl)-4-(trifluoromethyl)phenyl)-1H-pyrrolo[2,3-b]pyridine-1-carboxylate

There total 10 articles about tert-butyl 6-((2,4-dimethoxybenzyl)-N-(1,2,4-thiadiazol-5-yl)sulfamoyl)-3-(2-(1-methyl-1H-pyrazol-5-yl)-4-(trifluoromethyl)phenyl)-1H-pyrrolo[2,3-b]pyridine-1-carboxylate 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: 71.2%

: 1423161-92-5
(2-(1-methyl-1H-pyrazol-5-yl)-4-(trifluoromethyl)phenyl)boronic acid

: tert-butyl 3-bromo-6-(N-(2,4-dimethoxybenzyl)-N-(1,2,4-thiadiazol-5-yl)sulfamoyl)-1H-pyrrolo[2,3-b]pyridine-1-carboxylate

: 1423161-99-2
tert-butyl 6-((2,4-dimethoxybenzyl)-N-(1,2,4-thiadiazol-5-yl)sulfamoyl)-3-(2-(1-methyl-1H-pyrazol-5-yl)-4-(trifluoromethyl)phenyl)-1H-pyrrolo[2,3-b]pyridine-1-carboxylate

Guidance literature:: With potassium phosphate; bis(di-tert-?butyl(4-?dimethylaminophenyl)?phosphine)?dichloropalladium(II); In 1,4-dioxane; water; at 90 ℃; for 0.5h; Inert atmosphere; Sealed tube; Microwave irradiation;

Reference yield:

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

: 1423161-99-2
tert-butyl 6-((2,4-dimethoxybenzyl)-N-(1,2,4-thiadiazol-5-yl)sulfamoyl)-3-(2-(1-methyl-1H-pyrazol-5-yl)-4-(trifluoromethyl)phenyl)-1H-pyrrolo[2,3-b]pyridine-1-carboxylate

Guidance literature:: Multi-step reaction with 3 steps

1.1: potassium phosphate; dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂ / N,N-dimethyl-formamide / 12 h / 60 °C / Inert atmosphere; Sealed tube

2.1: n-butyllithium / diethyl ether; hexane / 0.5 h / -78 °C / Inert atmosphere

2.2: 1 h / 20 °C / Inert atmosphere

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

With potassium phosphate; n-butyllithium; dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂; bis(di-tert-?butyl(4-?dimethylaminophenyl)?phosphine)?dichloropalladium(II); In 1,4-dioxane; diethyl ether; hexane; water; N,N-dimethyl-formamide; 1.1: |Suzuki Coupling / 3.1: |Suzuki Coupling;

Reference yield:

: 143468-13-7
6-Bromo-1H-pyrrolo<2,3-b>pyridine

: 1423161-99-2
tert-butyl 6-((2,4-dimethoxybenzyl)-N-(1,2,4-thiadiazol-5-yl)sulfamoyl)-3-(2-(1-methyl-1H-pyrazol-5-yl)-4-(trifluoromethyl)phenyl)-1H-pyrrolo[2,3-b]pyridine-1-carboxylate

Guidance literature:: Multi-step reaction with 7 steps

1.1: sodium hydride / tetrahydrofuran; mineral oil / 0.7 h / Inert atmosphere

1.2: 0.5 h / Inert atmosphere

2.1: n-butyllithium / tetrahydrofuran / 0.42 h / Inert atmosphere; Cooling with acetone-dry ice

2.2: 0.25 h / Inert atmosphere; Cooling with acetone-dry ice

2.3: 0.33 h / Cooling with ice

3.1: N-Bromosuccinimide / dichloromethane / 4 h / Darkness

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

4.2: Inert atmosphere; Cooling with acetone-dry ice

5.1: tetrabutyl ammonium fluoride / tetrahydrofuran / 2 h / 20 °C

6.1: cesium fluoride / N,N-dimethyl-formamide / 3 h / Inert atmosphere

7.1: 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

With potassium phosphate; N-Bromosuccinimide; n-butyllithium; bis(di-tert-?butyl(4-?dimethylaminophenyl)?phosphine)?dichloropalladium(II); tetrabutyl ammonium fluoride; sodium hydride; cesium fluoride; lithium hexamethyldisilazane; In tetrahydrofuran; 1,4-dioxane; dichloromethane; water; N,N-dimethyl-formamide; mineral oil; 7.1: |Suzuki Coupling;