N-[3-(5-bromo-2-{[(E)-(dimethylamino)methylidene]amino}-1,3-thiazol-4-yl)-2-fluorophenyl]-2,5-difluoro-N-(methoxymethyl)benzenesulfonamide

Base Information

• Chemical Name: N-[3-(5-bromo-2-{[(E)-(dimethylamino)methylidene]amino}-1,3-thiazol-4-yl)-2-fluorophenyl]-2,5-difluoro-N-(methoxymethyl)benzenesulfonamide
• CAS No.: 1394939-00-4
• Molecular Formula: C₂₀H₁₈BrF₃N₄O₃S₂
• Molecular Weight: 563.419

Synonyms:N-[3-(5-bromo-2-{[(E)-(dimethylamino)methylidene]amino}-1,3-thiazol-4-yl)-2-fluorophenyl]-2,5-difluoro-N-(methoxymethyl)benzenesulfonamide

Chemical Property of N-[3-(5-bromo-2-{[(E)-(dimethylamino)methylidene]amino}-1,3-thiazol-4-yl)-2-fluorophenyl]-2,5-difluoro-N-(methoxymethyl)benzenesulfonamide

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of N-[3-(5-bromo-2-{[(E)-(dimethylamino)methylidene]amino}-1,3-thiazol-4-yl)-2-fluorophenyl]-2,5-difluoro-N-(methoxymethyl)benzenesulfonamide

There total 10 articles about N-[3-(5-bromo-2-{[(E)-(dimethylamino)methylidene]amino}-1,3-thiazol-4-yl)-2-fluorophenyl]-2,5-difluoro-N-(methoxymethyl)benzenesulfonamide 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: 52.0%

N-[3-(2-amino-5-bromo-1,3-thiazol-4-yl)-2-fluorophenyl]-2,5-difluoro-N-(methoxymethyl)benzenesulfonamide (1394938-99-8) + N,N-dimethyl-formamide dimethyl acetal (4637-24-5) → N-[3-(5-bromo-2-{[(E)-(dimethylamino)methylidene]amino}-1,3-thiazol-4-yl)-2-fluorophenyl]-2,5-difluoro-N-(methoxymethyl)benzenesulfonamide (1394939-00-4)

Guidance literature:

In N,N-dimethyl-formamide; at 20 ℃;

Reference yield:

3-bromo-2-fluorobenzenamine (58534-95-5) → N-[3-(5-bromo-2-{[(E)-(dimethylamino)methylidene]amino}-1,3-thiazol-4-yl)-2-fluorophenyl]-2,5-difluoro-N-(methoxymethyl)benzenesulfonamide (1394939-00-4)

Guidance literature:

Multi-step reaction with 8 steps

1: pyridine / dichloromethane / 2 h / 20 °C / Inert atmosphere

2: N-ethyl-N,N-diisopropylamine / dichloromethane / 2 h / 0 - 20 °C

3: triethylamine / 1,3-bis-(diphenylphosphino)propane; palladium diacetate / ethylene glycol / 6 h / 120 °C / Inert atmosphere

4: hydrogenchloride; water / 1,4-dioxane / 1 h / 20 °C

5: pyridinium perbromide hydrobromide / tetrahydrofuran / 1 h / Reflux

6: ethanol / 0.33 h / 60 °C / Microwave irradiation

7: N-Bromosuccinimide / dichloromethane / 0.5 h / 20 °C

8: N,N-dimethyl-formamide / 20 °C

With pyridine; hydrogenchloride; N-Bromosuccinimide; pyridinium perbromide hydrobromide; water; triethylamine; N-ethyl-N,N-diisopropylamine; 1,3-bis-(diphenylphosphino)propane; palladium diacetate; In tetrahydrofuran; 1,4-dioxane; ethanol; dichloromethane; ethylene glycol; N,N-dimethyl-formamide; 3: Heck Reaction;

Reference yield:

2,5-difluorobenzenesulfonyl chloride (26120-86-5) → N-[3-(5-bromo-2-{[(E)-(dimethylamino)methylidene]amino}-1,3-thiazol-4-yl)-2-fluorophenyl]-2,5-difluoro-N-(methoxymethyl)benzenesulfonamide (1394939-00-4)

Guidance literature:

Multi-step reaction with 8 steps

1: pyridine / dichloromethane / 2 h / 20 °C / Inert atmosphere

2: N-ethyl-N,N-diisopropylamine / dichloromethane / 2 h / 0 - 20 °C

3: triethylamine / 1,3-bis-(diphenylphosphino)propane; palladium diacetate / ethylene glycol / 6 h / 120 °C / Inert atmosphere

4: hydrogenchloride; water / 1,4-dioxane / 1 h / 20 °C

5: pyridinium perbromide hydrobromide / tetrahydrofuran / 1 h / Reflux

6: ethanol / 0.33 h / 60 °C / Microwave irradiation

7: N-Bromosuccinimide / dichloromethane / 0.5 h / 20 °C

8: N,N-dimethyl-formamide / 20 °C

With pyridine; hydrogenchloride; N-Bromosuccinimide; pyridinium perbromide hydrobromide; water; triethylamine; N-ethyl-N,N-diisopropylamine; 1,3-bis-(diphenylphosphino)propane; palladium diacetate; In tetrahydrofuran; 1,4-dioxane; ethanol; dichloromethane; ethylene glycol; N,N-dimethyl-formamide; 3: Heck Reaction;

upstream raw materials:

2,5-difluorobenzenesulfonyl chloride

N-[3-(2-amino-5-bromo-1,3-thiazol-4-yl)-2-fluorophenyl]-2,5-difluoro-N-(methoxymethyl)benzenesulfonamide

N,N-dimethyl-formamide dimethyl acetal

3-bromo-2-fluorobenzenamine

Downstream raw materials:

N-{3-[2-{[(E)-(dimethylamino)methylidene]amino}-5-(pyridin-4-yl)-1,3-thiazol-4-yl]-2-fluorophenyl}-2,5-difluoro-N-(methoxymethyl)benzenesulfonamide

tert-butyl 4-[4-(3-{[(2,5-difluorophenyl)sulfonyl](methoxymethyl)amino}-2-fluorophenyl)-5-(pyridin-4-yl)-1,3-thiazol-2-yl]-3,6-dihydropyridine-[(2H)-carboxylate]

tert-butyl-4-[4-(3-{[(2,5-difluorophenyl)sulfonyl](methoxymethyl)amino}-2-fluorophenyl)-5-(pyridin-4-yl)-1,3-thiazol-2-yl]piperidine-1-carboxylate

2,5-difluoro-N-{2-fluoro-3-[2-(piperidin-4-yl)-5-(pyridin-4-yl)-1,3-thiazol-4-yl]phenyl}-N-(methoxymethyl)benzenesulfonamide

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