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

Base Information

• Chemical Name: N-{3-[2-amino-5-(pyridin-4-yl)-1,3-thiazol-4-yl]-2-fluorophenyl}-2,5-difluoro-N-(methoxymethyl)benzenesulfonamide
• CAS No.: 1394939-05-9
• Molecular Formula: C₂₂H₁₇F₃N₄O₃S₂
• Molecular Weight: 506.529

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

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

Chemical Property:

Purity/Quality:

Safty Information:

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

There total 11 articles about N-{3-[2-amino-5-(pyridin-4-yl)-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: 90.0%

N-{3-[2-{[(E)-(dimethylamino)methylidene]amino}-5-(pyridin-4-yl)-1,3-thiazol-4-yl]-2-fluorophenyl}-2,5-difluoro-N-(methoxymethyl)benzenesulfonamide (1394939-03-7) → N-{3-[2-amino-5-(pyridin-4-yl)-1,3-thiazol-4-yl]-2-fluorophenyl}-2,5-difluoro-N-(methoxymethyl)benzenesulfonamide (1394939-05-9)

Guidance literature:

With ethanol; ethylenediamine; for 8h; Reflux;

Reference yield:

3-bromo-2-fluorobenzenamine (58534-95-5) → N-{3-[2-amino-5-(pyridin-4-yl)-1,3-thiazol-4-yl]-2-fluorophenyl}-2,5-difluoro-N-(methoxymethyl)benzenesulfonamide (1394939-05-9)

Guidance literature:

Multi-step reaction with 10 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

9: caesium carbonate / dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂ / 1,2-dimethoxyethane; water / 1 h / 110 °C

10: ethylenediamine; ethanol / 8 h / Reflux

With pyridine; hydrogenchloride; N-Bromosuccinimide; pyridinium perbromide hydrobromide; ethanol; water; caesium carbonate; ethylenediamine; triethylamine; N-ethyl-N,N-diisopropylamine; dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂; 1,3-bis-(diphenylphosphino)propane; palladium diacetate; In tetrahydrofuran; 1,4-dioxane; 1,2-dimethoxyethane; ethanol; dichloromethane; water; ethylene glycol; N,N-dimethyl-formamide; 3: Heck Reaction / 9: Suzuki Coupling;

Reference yield:

2,5-difluorobenzenesulfonyl chloride (26120-86-5) → N-{3-[2-amino-5-(pyridin-4-yl)-1,3-thiazol-4-yl]-2-fluorophenyl}-2,5-difluoro-N-(methoxymethyl)benzenesulfonamide (1394939-05-9)

Guidance literature:

Multi-step reaction with 10 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

9: caesium carbonate / dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂ / 1,2-dimethoxyethane; water / 1 h / 110 °C

10: ethylenediamine; ethanol / 8 h / Reflux

With pyridine; hydrogenchloride; N-Bromosuccinimide; pyridinium perbromide hydrobromide; ethanol; water; caesium carbonate; ethylenediamine; triethylamine; N-ethyl-N,N-diisopropylamine; dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂; 1,3-bis-(diphenylphosphino)propane; palladium diacetate; In tetrahydrofuran; 1,4-dioxane; 1,2-dimethoxyethane; ethanol; dichloromethane; water; ethylene glycol; N,N-dimethyl-formamide; 3: Heck Reaction / 9: Suzuki Coupling;

upstream raw materials:

2,5-difluorobenzenesulfonyl chloride

3-bromo-2-fluorobenzenamine

N-(3-bromo-2-fluorophenyl)-2,5-difluoro-N-(methoxymethyl)benzenesulfonamide

N-(3-bromo-2-fluorophenyl)-2,5-difluorobenzenesulfonamide

Downstream raw materials:

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]

N-{3-[2-(4,4-difluoropiperidin-1-yl)-5-(pyridin-4-yl)-1,3-thiazol-4-yl]-2-fluorophenyl}-2,5-difluorobenzenesulfonamide

N-{3-[2-(1,4-dioxa-8-azaspiro[4,5]dec-8-yl)-5-(pyridin-4-yl)-1,3-thiazol-4-yl]-2-fluorophenyl}-2,5-difluorobenzenesulfonamide

N-{3-[2-(diethylamino)-5-(pyridin-4-yl)-1,3-thiazol-4-yl]-2-fluorophenyl}-2,5-difluorobenzenesulfonamide

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