N-(6-(6-chloro-5-(2-fluorophenylsulfonamido)pyridin-3-yl)benzo[d]thiazol-2-yl)acetamide

Base Information

Chemical Name:N-(6-(6-chloro-5-(2-fluorophenylsulfonamido)pyridin-3-yl)benzo[d]thiazol-2-yl)acetamide
CAS No.:1268833-72-2
Molecular Formula:C₂₀H₁₄ClFN₄O₃S₂
Molecular Weight:476.94
Hs Code.:

Synonyms:N-(6-(6-chloro-5-(2-fluorophenylsulfonamido)pyridin-3-yl)benzo[d]thiazol-2-yl)acetamide

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Chemical Property of N-(6-(6-chloro-5-(2-fluorophenylsulfonamido)pyridin-3-yl)benzo[d]thiazol-2-yl)acetamide

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Technology Process of N-(6-(6-chloro-5-(2-fluorophenylsulfonamido)pyridin-3-yl)benzo[d]thiazol-2-yl)acetamide

There total 5 articles about N-(6-(6-chloro-5-(2-fluorophenylsulfonamido)pyridin-3-yl)benzo[d]thiazol-2-yl)acetamide 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: 61.0%

: potassium N-(6-(trifluoroboryl)benzo[d]thiazol-2-yl)acetamide

: 1310049-07-0
N-(2-chloro-5-bromopyridin-3-yl)-2-fluorobenzenesulfonamide

: 1268833-72-2
N-(6-(6-chloro-5-(2-fluorophenylsulfonamido)pyridin-3-yl)benzo[d]thiazol-2-yl)acetamide

Guidance literature:: With (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; sodium carbonate; In 1,4-dioxane; water; at 140 ℃; for 0.0833333h; Inert atmosphere; Microwave irradiation;
DOI:10.1021/jm1014605

Reference yield:

: 588729-99-1
3-amino-5-bromo-2-chloropyridine

: 2905-21-7
2-fluorobenzenesulfonyl chloride

: 1268833-72-2
N-(6-(6-chloro-5-(2-fluorophenylsulfonamido)pyridin-3-yl)benzo[d]thiazol-2-yl)acetamide

Guidance literature:: Multi-step reaction with 2 steps

1.1: lithium hexamethyldisilazane / tetrahydrofuran / -78 °C / Inert atmosphere

1.2: -78 - 20 °C / Inert atmosphere

2.1: (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; sodium carbonate / 1,4-dioxane; water / 0.08 h / 140 °C / Inert atmosphere; Microwave irradiation

With (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; sodium carbonate; lithium hexamethyldisilazane; In tetrahydrofuran; 1,4-dioxane; water; 2.1: Suzuki coupling;
DOI:10.1021/jm1014605

Reference yield:

: 15864-32-1
2-amino-6-bromobenzothiazole

: 1268833-72-2
N-(6-(6-chloro-5-(2-fluorophenylsulfonamido)pyridin-3-yl)benzo[d]thiazol-2-yl)acetamide

Guidance literature:: Multi-step reaction with 4 steps

1: dmap / dichloromethane / 0 - 20 °C / Cooling with ice; Inert atmosphere

2: dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂; potassium acetate / dimethyl sulfoxide / 2.33 h / Inert atmosphere; Heating

3: potassium hydrogen difluoride / ethanol; 2,2,2-trifluoroethanol / 24 h / 20 °C / Sonication; Heating; Inert atmosphere

4: (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; sodium carbonate / 1,4-dioxane; water / 0.08 h / 140 °C / Inert atmosphere; Microwave irradiation

With dmap; (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; potassium hydrogen difluoride; dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂; potassium acetate; sodium carbonate; In 1,4-dioxane; ethanol; dichloromethane; 2,2,2-trifluoroethanol; water; dimethyl sulfoxide; 4: Suzuki coupling;
DOI:10.1021/jm1014605