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

Base Information

Chemical Name:N-{3-[5-(2-chloropyridin-4-yl)-2-(tetrahydro-2H-pyran-4-yl)-1,3-thiazol-4-yl]-2-fluorophenyl}-2,5-difluoro-N-(methoxymethyl)benzenesulfonamide
CAS No.:1394939-46-8
Molecular Formula:C₂₇H₂₃ClF₃N₃O₄S₂
Molecular Weight:610.078
Hs Code.:

Synonyms:N-{3-[5-(2-chloropyridin-4-yl)-2-(tetrahydro-2H-pyran-4-yl)-1,3-thiazol-4-yl]-2-fluorophenyl}-2,5-difluoro-N-(methoxymethyl)benzenesulfonamide

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Chemical Property of N-{3-[5-(2-chloropyridin-4-yl)-2-(tetrahydro-2H-pyran-4-yl)-1,3-thiazol-4-yl]-2-fluorophenyl}-2,5-difluoro-N-(methoxymethyl)benzenesulfonamide

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Technology Process of N-{3-[5-(2-chloropyridin-4-yl)-2-(tetrahydro-2H-pyran-4-yl)-1,3-thiazol-4-yl]-2-fluorophenyl}-2,5-difluoro-N-(methoxymethyl)benzenesulfonamide

There total 11 articles about N-{3-[5-(2-chloropyridin-4-yl)-2-(tetrahydro-2H-pyran-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: 72.0%

: 88571-77-1
tetrahydro-2H-pyran-4-carbothioamide

: 1394939-42-4
2,5-difluoro-N-{2-fluoro-3-[(2-chloropyridin-4-yl)acetyl]phenyl}-N-(methoxymethyl)benzenesulfonamide

: 1394939-46-8
N-{3-[5-(2-chloropyridin-4-yl)-2-(tetrahydro-2H-pyran-4-yl)-1,3-thiazol-4-yl]-2-fluorophenyl}-2,5-difluoro-N-(methoxymethyl)benzenesulfonamide

Guidance literature:: 2,5-difluoro-N-{2-fluoro-3-[(2-chloropyridin-4-yl)acetyl]phenyl}-N-(methoxymethyl)benzenesulfonamide; With pyridinium perbromide hydrobromide; In N,N-dimethyl-formamide; at 20 ℃; for 0.833333h; Inert atmosphere;

tetrahydro-2H-pyran-4-carbothioamide; In N,N-dimethyl-formamide; at 60 ℃; for 2h;

With sodium hydrogencarbonate; In water; ethyl acetate;

Reference yield:

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

: 1394939-46-8
N-{3-[5-(2-chloropyridin-4-yl)-2-(tetrahydro-2H-pyran-4-yl)-1,3-thiazol-4-yl]-2-fluorophenyl}-2,5-difluoro-N-(methoxymethyl)benzenesulfonamide

Guidance literature:: Multi-step reaction with 6 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: isopropylmagnesium chloride / tetrahydrofuran / 0 - 20 °C

3.2: 0.33 h / 0 °C

4.1: dmap; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; 4-methyl-morpholine / dichloromethane; tetrahydrofuran / 0 - 20 °C / Inert atmosphere

4.2: 0 °C

5.1: N-ethyl-N,N-diisopropylamine; n-butyllithium / hexane; tetrahydrofuran / 1.08 h / -78 °C / Inert atmosphere

5.2: 1.17 h / -78 - 0 °C

6.1: pyridinium perbromide hydrobromide / N,N-dimethyl-formamide / 0.83 h / 20 °C / Inert atmosphere

6.2: 2 h / 60 °C

With 4-methyl-morpholine; pyridine; dmap; n-butyllithium; pyridinium perbromide hydrobromide; isopropylmagnesium chloride; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; N-ethyl-N,N-diisopropylamine; In tetrahydrofuran; hexane; dichloromethane; N,N-dimethyl-formamide;

Reference yield:

: 110238-91-0
tetrahydropyran-4-carboxylic acid methyl ester

: 1394939-46-8
N-{3-[5-(2-chloropyridin-4-yl)-2-(tetrahydro-2H-pyran-4-yl)-1,3-thiazol-4-yl]-2-fluorophenyl}-2,5-difluoro-N-(methoxymethyl)benzenesulfonamide

Guidance literature:: Multi-step reaction with 3 steps

1.1: ammonia / water / 18 h / 20 °C

2.1: Lawessons reagent / tetrahydrofuran / 4 h / Reflux

3.1: pyridinium perbromide hydrobromide / N,N-dimethyl-formamide / 0.83 h / 20 °C / Inert atmosphere

3.2: 2 h / 60 °C

With Lawessons reagent; pyridinium perbromide hydrobromide; ammonia; In tetrahydrofuran; water; N,N-dimethyl-formamide;