N-{3-[2-{[(E)-(dimethylamino)methylidene]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-{[(E)-(dimethylamino)methylidene]amino}-5-(pyridin-4-yl)-1,3-thiazol-4-yl]-2-fluorophenyl}-2,5-difluoro-N-(methoxymethyl)benzenesulfonamide
CAS No.:1394939-03-7
Molecular Formula:C₂₅H₂₂F₃N₅O₃S₂
Molecular Weight:561.609
Hs Code.:

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

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

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Technology Process of N-{3-[2-{[(E)-(dimethylamino)methylidene]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-{[(E)-(dimethylamino)methylidene]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: 70.0%

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

: 181219-01-2
4-pyridineboronic acid pinacol ester

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

Guidance literature:: With caesium carbonate; dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂; In 1,2-dimethoxyethane; water; at 110 ℃; for 1h;

Reference yield:

: 58534-95-5
3-bromo-2-fluorobenzenamine

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

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: triethylamine / dichloromethane / 0.25 h / 0 °C / Inert atmosphere

6: N-Bromosuccinimide / dichloromethane / 0.5 h / 0 °C / Inert atmosphere

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

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

9: N,N-dimethyl-formamide / 20 °C

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

With pyridine; hydrogenchloride; N-Bromosuccinimide; water; caesium carbonate; triethylamine; N-ethyl-N,N-diisopropylamine; dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂; 1,3-bis-(diphenylphosphino)propane; palladium diacetate; In 1,4-dioxane; 1,2-dimethoxyethane; ethanol; dichloromethane; water; ethylene glycol; N,N-dimethyl-formamide; 3: Heck Reaction / 10: Suzuki Coupling;

Reference yield:

: 26120-86-5
2,5-difluorobenzenesulfonyl chloride

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

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: triethylamine / dichloromethane / 0.25 h / 0 °C / Inert atmosphere

6: N-Bromosuccinimide / dichloromethane / 0.5 h / 0 °C / Inert atmosphere

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

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

9: N,N-dimethyl-formamide / 20 °C

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

With pyridine; hydrogenchloride; N-Bromosuccinimide; water; caesium carbonate; triethylamine; N-ethyl-N,N-diisopropylamine; dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂; 1,3-bis-(diphenylphosphino)propane; palladium diacetate; In 1,4-dioxane; 1,2-dimethoxyethane; ethanol; dichloromethane; water; ethylene glycol; N,N-dimethyl-formamide; 3: Heck Reaction / 10: Suzuki Coupling;