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

Base Information

Chemical Name: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
CAS No.:1394939-11-7
Molecular Formula:C₃₂H₃₃F₃N₄O₅S₂
Molecular Weight:674.765
Hs Code.:

Synonyms: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

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Chemical Property of 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

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Technology Process of 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

There total 12 articles about 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 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:

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

: 1394939-11-7
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

Guidance literature:: Multi-step reaction with 13 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

11: copper(ll) bromide; tert.-butylnitrite / acetonitrile / 8 h / 85 °C

12: caesium carbonate / dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂ / 1,2-dimethoxyethane; water / 1 h / 100 °C

13: ammonium formate / palladium 10% on activated carbon / methanol / 48 h / Reflux

With pyridine; hydrogenchloride; N-Bromosuccinimide; tert.-butylnitrite; pyridinium perbromide hydrobromide; ethanol; water; ammonium formate; caesium carbonate; ethylenediamine; triethylamine; N-ethyl-N,N-diisopropylamine; copper(ll) bromide; dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂; palladium 10% on activated carbon; 1,3-bis-(diphenylphosphino)propane; palladium diacetate; In tetrahydrofuran; 1,4-dioxane; methanol; 1,2-dimethoxyethane; ethanol; dichloromethane; water; ethylene glycol; N,N-dimethyl-formamide; acetonitrile; 3: Heck Reaction / 9: Suzuki Coupling / 11: Sandmeyer Reaction / 12: Suzuki Coupling;

Reference yield:

: 1357587-46-2
N-(3-bromo-2-fluorophenyl)-2,5-difluoro-N-(methoxymethyl)benzenesulfonamide

: 1394939-11-7
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

Guidance literature:: Multi-step reaction with 11 steps

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

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

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

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

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

6: N,N-dimethyl-formamide / 20 °C

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

8: ethylenediamine; ethanol / 8 h / Reflux

9: copper(ll) bromide; tert.-butylnitrite / acetonitrile / 8 h / 85 °C

10: caesium carbonate / dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂ / 1,2-dimethoxyethane; water / 1 h / 100 °C

11: ammonium formate / palladium 10% on activated carbon / methanol / 48 h / Reflux

With hydrogenchloride; N-Bromosuccinimide; tert.-butylnitrite; pyridinium perbromide hydrobromide; ethanol; water; ammonium formate; caesium carbonate; ethylenediamine; triethylamine; copper(ll) bromide; dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂; palladium 10% on activated carbon; 1,3-bis-(diphenylphosphino)propane; palladium diacetate; In tetrahydrofuran; 1,4-dioxane; methanol; 1,2-dimethoxyethane; ethanol; dichloromethane; water; ethylene glycol; N,N-dimethyl-formamide; acetonitrile; 1: Heck Reaction / 7: Suzuki Coupling / 9: Sandmeyer Reaction / 10: Suzuki Coupling;

Reference yield:

: 1357587-45-1
N-(3-bromo-2-fluorophenyl)-2,5-difluorobenzenesulfonamide

: 1394939-11-7
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

Guidance literature:: Multi-step reaction with 12 steps

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

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

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

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

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

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

7: N,N-dimethyl-formamide / 20 °C

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

9: ethylenediamine; ethanol / 8 h / Reflux

10: copper(ll) bromide; tert.-butylnitrite / acetonitrile / 8 h / 85 °C

11: caesium carbonate / dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂ / 1,2-dimethoxyethane; water / 1 h / 100 °C

12: ammonium formate / palladium 10% on activated carbon / methanol / 48 h / Reflux

With hydrogenchloride; N-Bromosuccinimide; tert.-butylnitrite; pyridinium perbromide hydrobromide; ethanol; water; ammonium formate; caesium carbonate; ethylenediamine; triethylamine; N-ethyl-N,N-diisopropylamine; copper(ll) bromide; dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂; palladium 10% on activated carbon; 1,3-bis-(diphenylphosphino)propane; palladium diacetate; In tetrahydrofuran; 1,4-dioxane; methanol; 1,2-dimethoxyethane; ethanol; dichloromethane; water; ethylene glycol; N,N-dimethyl-formamide; acetonitrile; 2: Heck Reaction / 8: Suzuki Coupling / 10: Sandmeyer Reaction / 11: Suzuki Coupling;