(2R)-4-[4-(4-chloro-2,3-difluorophenyl)-2-oxopyridin-1(2H)-yl]-N-hydroxy-2-methyl-2-(methylsulfonyl)butanamide

Base Information

• Chemical Name: (2R)-4-[4-(4-chloro-2,3-difluorophenyl)-2-oxopyridin-1(2H)-yl]-N-hydroxy-2-methyl-2-(methylsulfonyl)butanamide
• CAS No.: 1312473-90-7
• Molecular Formula: C₁₇H₁₇ClF₂N₂O₅S
• Molecular Weight: 434.848
• Mol file: 1312473-90-7.mol

Synonyms:(2R)-4-[4-(4-chloro-2,3-difluorophenyl)-2-oxopyridin-1(2H)-yl]-N-hydroxy-2-methyl-2-(methylsulfonyl)butanamide

Chemical Property of (2R)-4-[4-(4-chloro-2,3-difluorophenyl)-2-oxopyridin-1(2H)-yl]-N-hydroxy-2-methyl-2-(methylsulfonyl)butanamide

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (2R)-4-[4-(4-chloro-2,3-difluorophenyl)-2-oxopyridin-1(2H)-yl]-N-hydroxy-2-methyl-2-(methylsulfonyl)butanamide

There total 16 articles about (2R)-4-[4-(4-chloro-2,3-difluorophenyl)-2-oxopyridin-1(2H)-yl]-N-hydroxy-2-methyl-2-(methylsulfonyl)butanamide 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: 67.0%

(2R)-4-[4-(4-chloro-2,3-difluorophenyl)-2-oxopyridin-1(2H)-yl]-2-methyl-2-(methylsulfonyl)-N-(tetrahydro-2H-pyran-2-yloxy)butanamide (1312479-31-4) → (2R)-4-[4-(4-chloro-2,3-difluorophenyl)-2-oxopyridin-1(2H)-yl]-N-hydroxy-2-methyl-2-(methylsulfonyl)butanamide (1312473-90-7)

Guidance literature:

With pyridinium p-toluenesulfonate; In ethanol; at 50 ℃;

DOI:10.1021/jm2014875

Reference yield: 59.0%

1-bromo-4-chloro-2,3-difluorobenzene (1000574-47-9) + (2R)-4-(4-iodo-2-oxopyridin-1(2H)-yl)-2-methyl-2-(methylsulfonyl)-N-(tetrahydro-2H-pyran-2-yloxy)butanamide (1312478-57-1) → (2R)-4-[4-(4-chloro-2,3-difluorophenyl)-2-oxopyridin-1(2H)-yl]-N-hydroxy-2-methyl-2-(methylsulfonyl)butanamide (1312473-90-7)

Guidance literature:

1-bromo-4-chloro-2,3-difluorobenzene; With isopropylmagnesium chloride; In tetrahydrofuran; at 0 ℃; for 0.583333h;

With 2-Isopropoxy-4,4,5,5-tetramethyl-1,3,2-dioxaborolane; In tetrahydrofuran; at 0 - 25 ℃; for 0.583333h; Inert atmosphere;

(2R)-4-(4-iodo-2-oxopyridin-1(2H)-yl)-2-methyl-2-(methylsulfonyl)-N-(tetrahydro-2H-pyran-2-yloxy)butanamide;

Reference yield:

2-(4-chloro-2,3-difluorophenyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane (1116681-98-1) → (2R)-4-[4-(4-chloro-2,3-difluorophenyl)-2-oxopyridin-1(2H)-yl]-N-hydroxy-2-methyl-2-(methylsulfonyl)butanamide (1312473-90-7)

Guidance literature:

Multi-step reaction with 3 steps

1.1: potassium phosphate / dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂ / tetrahydrofuran / 1 h / 65 °C

1.2: 0.75 h / 55 °C

2.1: 4-methyl-morpholine; 2-chloro-4,6-dimethoxy-1 ,3,5-triazine / 2-methyltetrahydrofuran / 1 h / 20 - 25 °C

2.2: 1 h / 20 - 25 °C

3.1: pyridinium p-toluenesulfonate / ethanol; water / 70 °C

With 4-methyl-morpholine; potassium phosphate; 2-chloro-4,6-dimethoxy-1 ,3,5-triazine; pyridinium p-toluenesulfonate; dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂; In tetrahydrofuran; 2-methyltetrahydrofuran; ethanol; water;

upstream raw materials:

2-fluoro-4-iodopyridine

2-(4-chloro-2,3-difluorophenyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane

4-iodo-1,2-dihydropyridin-2-one

benzyl (±)-4-bromo-2-methyl-2-(methylsulfonyl)butanoate