5-methyl 1-(4-(methylsulfonyl)phenyl)-4-(piperidin-4-yloxy)pyridin-2(1H)-one

Base Information

• Chemical Name: 5-methyl 1-(4-(methylsulfonyl)phenyl)-4-(piperidin-4-yloxy)pyridin-2(1H)-one
• CAS No.: 1104449-68-4
• Molecular Formula: C₁₈H₂₂N₂O₄S
• Molecular Weight: 362.45
• Mol file: 1104449-68-4.mol

Synonyms:5-methyl 1-(4-(methylsulfonyl)phenyl)-4-(piperidin-4-yloxy)pyridin-2(1H)-one

Chemical Property of 5-methyl 1-(4-(methylsulfonyl)phenyl)-4-(piperidin-4-yloxy)pyridin-2(1H)-one

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 5-methyl 1-(4-(methylsulfonyl)phenyl)-4-(piperidin-4-yloxy)pyridin-2(1H)-one

There total 5 articles about 5-methyl 1-(4-(methylsulfonyl)phenyl)-4-(piperidin-4-yloxy)pyridin-2(1H)-one 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: 85.0%

benzyl 4-((5-methyl-1-(4-(methylsulfonyl)phenyl)-2-oxo-1,2-dihydropyridin-4-yl)oxy)piperidine-1-carboxylate (1104449-52-6) → 5-methyl 1-(4-(methylsulfonyl)phenyl)-4-(piperidin-4-yloxy)pyridin-2(1H)-one (1104449-68-4)

Guidance literature:

With palladium 10% on activated carbon; hydrogen; In methanol; for 3h; Inert atmosphere;

DOI:10.1021/jm501175v

Reference yield:

benzyl 4-[(methylsulfonyl)oxy]piperidine-1-carboxylate (199103-19-0) → 5-methyl 1-(4-(methylsulfonyl)phenyl)-4-(piperidin-4-yloxy)pyridin-2(1H)-one (1104449-68-4)

Guidance literature:

Multi-step reaction with 3 steps

1: potassium carbonate / N,N-dimethyl-formamide / 14 h / 100 °C / Inert atmosphere

2: copper(l) iodide; potassium carbonate / dimethyl sulfoxide / 16 h / 100 °C / Inert atmosphere

3: palladium 10% on activated carbon; hydrogen / methanol / 3 h / Inert atmosphere

With copper(l) iodide; palladium 10% on activated carbon; hydrogen; potassium carbonate; In methanol; dimethyl sulfoxide; N,N-dimethyl-formamide;

DOI:10.1021/jm501175v

Reference yield:

1-(benzyloxycarbonyl)-4-hydroxypiperidine (95798-23-5) → 5-methyl 1-(4-(methylsulfonyl)phenyl)-4-(piperidin-4-yloxy)pyridin-2(1H)-one (1104449-68-4)

Guidance literature:

Multi-step reaction with 4 steps

1: triethylamine / dichloromethane / 1 h / 20 °C / Inert atmosphere

2: potassium carbonate / N,N-dimethyl-formamide / 14 h / 100 °C / Inert atmosphere

3: copper(l) iodide; potassium carbonate / dimethyl sulfoxide / 16 h / 100 °C / Inert atmosphere

4: palladium 10% on activated carbon; hydrogen / methanol / 3 h / Inert atmosphere

With copper(l) iodide; palladium 10% on activated carbon; hydrogen; potassium carbonate; triethylamine; In methanol; dichloromethane; dimethyl sulfoxide; N,N-dimethyl-formamide;

DOI:10.1021/jm501175v

upstream raw materials:

benzyl 4-((5-methyl-1-(4-(methylsulfonyl)phenyl)-2-oxo-1,2-dihydropyridin-4-yl)oxy)piperidine-1-carboxylate

1-(benzyloxycarbonyl)-4-hydroxypiperidine

benzyl 4-[(methylsulfonyl)oxy]piperidine-1-carboxylate

benzyl 4-(5-methyl-2-oxo-1,2-dihydropyridin-4-yloxy)piperidine-1-carboxylate

Downstream raw materials:

5-methyl-1-(4-(methylsulfonyl)phenyl)-4-((1-(5-propylpyrimidin-2-yl)piperidin-4-yl)oxy)pyridin-2(1H)-one

tert-butyl 4-(5-methyl-1-(4-(methylsulfonyl)phenyl)-2-oxo-1,2-dihydropyridin-4-yloxy)piperidine-1-carboxylate

isopropyl 4-(5-methyl-1-(4-(methylsulfonyl)phenyl)-2-oxo-1,2-dihydropyridin-4-yloxy)piperidine-1-carboxylate

4-(1-(5-cyclopropylpyrimidin-2-yl)piperidin-4-yloxy)-5-methyl-1-(4-(methylsulfonyl)phenyl)pyridin-2(1H)-one