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Technology Process of N-[2-({4-[4-(3-{[(2,5-difluorophenyl)sulfonyl](methoxymethyl)amino}-2-fluorophenyl)-2-(tetrahydro-2H-pyran-4-yl)-1,3-thiazol-5-yl]pyridin-2-yl}amino)ethyl]acetamide

N-[2-({4-[4-(3-{[(2,5-difluorophenyl)sulfonyl](methoxymethyl)amino}-2-fluorophenyl)-2-(tetrahydro-2H-pyran-4-yl)-1,3-thiazol-5-yl]pyridin-2-yl}amino)ethyl]acetamide

Base Information
  • Chemical Name:N-[2-({4-[4-(3-{[(2,5-difluorophenyl)sulfonyl](methoxymethyl)amino}-2-fluorophenyl)-2-(tetrahydro-2H-pyran-4-yl)-1,3-thiazol-5-yl]pyridin-2-yl}amino)ethyl]acetamide
  • CAS No.:1394939-82-2
  • Molecular Formula:C31H32F3N5O5S2
  • Molecular Weight:675.753
  • Hs Code.:
N-[2-({4-[4-(3-{[(2,5-difluorophenyl)sulfonyl](methoxymethyl)amino}-2-fluorophenyl)-2-(tetrahydro-2H-pyran-4-yl)-1,3-thiazol-5-yl]pyridin-2-yl}amino)ethyl]acetamide

Synonyms:N-[2-({4-[4-(3-{[(2,5-difluorophenyl)sulfonyl](methoxymethyl)amino}-2-fluorophenyl)-2-(tetrahydro-2H-pyran-4-yl)-1,3-thiazol-5-yl]pyridin-2-yl}amino)ethyl]acetamide

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Chemical Property of N-[2-({4-[4-(3-{[(2,5-difluorophenyl)sulfonyl](methoxymethyl)amino}-2-fluorophenyl)-2-(tetrahydro-2H-pyran-4-yl)-1,3-thiazol-5-yl]pyridin-2-yl}amino)ethyl]acetamide
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Technology Process of N-[2-({4-[4-(3-{[(2,5-difluorophenyl)sulfonyl](methoxymethyl)amino}-2-fluorophenyl)-2-(tetrahydro-2H-pyran-4-yl)-1,3-thiazol-5-yl]pyridin-2-yl}amino)ethyl]acetamide

There total 21 articles about N-[2-({4-[4-(3-{[(2,5-difluorophenyl)sulfonyl](methoxymethyl)amino}-2-fluorophenyl)-2-(tetrahydro-2H-pyran-4-yl)-1,3-thiazol-5-yl]pyridin-2-yl}amino)ethyl]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: 93.0%

monoacetylaminoethylamine
1001-53-2

monoacetylaminoethylamine

2,5-difluoro-N-{2-fluoro-3-[5-(1-oxidopyridin-4-yl)-2-(tetrahydro-2H-pyran-4-yl)-1,3-thiazol-4-yl]phenyl}-N-(methoxymethyl)benzenesulfonamide
1394939-80-0

2,5-difluoro-N-{2-fluoro-3-[5-(1-oxidopyridin-4-yl)-2-(tetrahydro-2H-pyran-4-yl)-1,3-thiazol-4-yl]phenyl}-N-(methoxymethyl)benzenesulfonamide

N-[2-({4-[4-(3-{[(2,5-difluorophenyl)sulfonyl](methoxymethyl)amino}-2-fluorophenyl)-2-(tetrahydro-2H-pyran-4-yl)-1,3-thiazol-5-yl]pyridin-2-yl}amino)ethyl]acetamide
1394939-82-2

N-[2-({4-[4-(3-{[(2,5-difluorophenyl)sulfonyl](methoxymethyl)amino}-2-fluorophenyl)-2-(tetrahydro-2H-pyran-4-yl)-1,3-thiazol-5-yl]pyridin-2-yl}amino)ethyl]acetamide

Guidance literature:
With N-ethyl-N,N-diisopropylamine; bromo-tris(1-pyrrolidinyl)phosphonium hexafluorophosphate; In dichloromethane; at 20 ℃;

Reference yield:

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

3-bromo-2-fluorobenzenamine

N-[2-({4-[4-(3-{[(2,5-difluorophenyl)sulfonyl](methoxymethyl)amino}-2-fluorophenyl)-2-(tetrahydro-2H-pyran-4-yl)-1,3-thiazol-5-yl]pyridin-2-yl}amino)ethyl]acetamide
1394939-82-2

N-[2-({4-[4-(3-{[(2,5-difluorophenyl)sulfonyl](methoxymethyl)amino}-2-fluorophenyl)-2-(tetrahydro-2H-pyran-4-yl)-1,3-thiazol-5-yl]pyridin-2-yl}amino)ethyl]acetamide

Guidance literature:
Multi-step reaction with 10 steps
1.1: pyridine / dichloromethane / 2 h / 20 °C / Inert atmosphere
2.1: N-ethyl-N,N-diisopropylamine / dichloromethane / 2 h / 0 - 20 °C
3.1: triethylamine / 1,3-bis-(diphenylphosphino)propane; palladium diacetate / ethylene glycol / 6 h / 120 °C / Inert atmosphere
4.1: hydrogenchloride; water / 1,4-dioxane / 1 h / 20 °C
5.1: pyridinium perbromide hydrobromide / tetrahydrofuran / 1 h / Reflux
6.1: ethanol / 1 h / 60 °C
7.1: sodium acetate; acetic acid
7.2: 20 °C
8.1: caesium carbonate / dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH2Cl2 / 1,4-dioxane; water / 1.5 h / 100 °C / Inert atmosphere
9.1: 3-chloro-benzenecarboperoxoic acid / dichloromethane / 5 h
10.1: N-ethyl-N,N-diisopropylamine; bromo-tris(1-pyrrolidinyl)phosphonium hexafluorophosphate / dichloromethane / 20 °C
With pyridine; hydrogenchloride; pyridinium perbromide hydrobromide; water; sodium acetate; caesium carbonate; acetic acid; triethylamine; N-ethyl-N,N-diisopropylamine; 3-chloro-benzenecarboperoxoic acid; bromo-tris(1-pyrrolidinyl)phosphonium hexafluorophosphate; dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH2Cl2; 1,3-bis-(diphenylphosphino)propane; palladium diacetate; In tetrahydrofuran; 1,4-dioxane; ethanol; dichloromethane; water; ethylene glycol; 3.1: Heck Reaction / 8.1: Suzuki Coupling;

Reference yield:

2,5-difluorobenzenesulfonyl chloride
26120-86-5

2,5-difluorobenzenesulfonyl chloride

N-[2-({4-[4-(3-{[(2,5-difluorophenyl)sulfonyl](methoxymethyl)amino}-2-fluorophenyl)-2-(tetrahydro-2H-pyran-4-yl)-1,3-thiazol-5-yl]pyridin-2-yl}amino)ethyl]acetamide
1394939-82-2

N-[2-({4-[4-(3-{[(2,5-difluorophenyl)sulfonyl](methoxymethyl)amino}-2-fluorophenyl)-2-(tetrahydro-2H-pyran-4-yl)-1,3-thiazol-5-yl]pyridin-2-yl}amino)ethyl]acetamide

Guidance literature:
Multi-step reaction with 10 steps
1.1: pyridine / dichloromethane / 2 h / 20 °C / Inert atmosphere
2.1: N-ethyl-N,N-diisopropylamine / dichloromethane / 2 h / 0 - 20 °C
3.1: triethylamine / 1,3-bis-(diphenylphosphino)propane; palladium diacetate / ethylene glycol / 6 h / 120 °C / Inert atmosphere
4.1: hydrogenchloride; water / 1,4-dioxane / 1 h / 20 °C
5.1: pyridinium perbromide hydrobromide / tetrahydrofuran / 1 h / Reflux
6.1: ethanol / 1 h / 60 °C
7.1: sodium acetate; acetic acid
7.2: 20 °C
8.1: caesium carbonate / dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH2Cl2 / 1,4-dioxane; water / 1.5 h / 100 °C / Inert atmosphere
9.1: 3-chloro-benzenecarboperoxoic acid / dichloromethane / 5 h
10.1: N-ethyl-N,N-diisopropylamine; bromo-tris(1-pyrrolidinyl)phosphonium hexafluorophosphate / dichloromethane / 20 °C
With pyridine; hydrogenchloride; pyridinium perbromide hydrobromide; water; sodium acetate; caesium carbonate; acetic acid; triethylamine; N-ethyl-N,N-diisopropylamine; 3-chloro-benzenecarboperoxoic acid; bromo-tris(1-pyrrolidinyl)phosphonium hexafluorophosphate; dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH2Cl2; 1,3-bis-(diphenylphosphino)propane; palladium diacetate; In tetrahydrofuran; 1,4-dioxane; ethanol; dichloromethane; water; ethylene glycol; 3.1: Heck Reaction / 8.1: Suzuki Coupling;
upstream raw materials:

2,5-difluorobenzenesulfonyl chloride

monoacetylaminoethylamine

2,5-difluoro-N-{2-fluoro-3-[5-(1-oxidopyridin-4-yl)-2-(tetrahydro-2H-pyran-4-yl)-1,3-thiazol-4-yl]phenyl}-N-(methoxymethyl)benzenesulfonamide

tetrahydropyran-4-carboxylic acid methyl ester

Downstream raw materials:

N-[2-({4-[4-(3-{[(2,5-difluorophenyl)sulfonyl]amino}-2-fluorophenyl)-2-(tetrahydro-2H-pyran-4-yl)-1,3-thiazol-5-yl]pyridin-2-yl}amino)ethyl]acetamide

N-(3-{5-[2-(3-acetylimidazolidin-1-yl)pyridin-4-yl]-2-(tetrahydro-2H-pyran-4-yl)-1,3-thiazol-4-yl}-2-fluorophenyl)-2,5-difluorobenzenesulfonamide

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