1-(4-chloro-2-hydroxy-3-(1-methylpiperidin-4-ylsulfonyl)phenyl)-3-(2-chloro-3-fluorophenyl)urea

Base Information

• Chemical Name: 1-(4-chloro-2-hydroxy-3-(1-methylpiperidin-4-ylsulfonyl)phenyl)-3-(2-chloro-3-fluorophenyl)urea
• CAS No.: 1873376-49-8
• Molecular Formula: C₁₉H₂₀Cl₂FN₃O₄S
• Molecular Weight: 476.356

Synonyms:

Chemical Property of 1-(4-chloro-2-hydroxy-3-(1-methylpiperidin-4-ylsulfonyl)phenyl)-3-(2-chloro-3-fluorophenyl)urea

Chemical Property:

• Boiling Point: 538.1±50.0 °C(Predicted)
• Density: 1.528±0.06 g/cm3(Predicted)

Purity/Quality:

97% ^*data from raw suppliers

N-(2-Chloro-3-fluorophenyl)-N''-[4-chloro-2-hydroxy-3-[(1-methyl-4-piperidinyl)sulfonyl]phenyl]urea ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Uses: N-(2-Chloro-3-fluorophenyl)-N''-[4-chloro-2-hydroxy-3-[(1-methyl-4-piperidinyl)sulfonyl]phenyl]urea is a CNS penetrant CXCR2 antagonist.

Technology Process of 1-(4-chloro-2-hydroxy-3-(1-methylpiperidin-4-ylsulfonyl)phenyl)-3-(2-chloro-3-fluorophenyl)urea

There total 6 articles about 1-(4-chloro-2-hydroxy-3-(1-methylpiperidin-4-ylsulfonyl)phenyl)-3-(2-chloro-3-fluorophenyl)urea 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: 46.2%

2-chloro-1-fluoro-3-isocyanatobenzene (93110-05-5) + 6-amino-3-chloro-2-(1-methyl-piperidine-4-sulfonyl)-phenol → 1-(4-chloro-2-hydroxy-3-(1-methylpiperidin-4-ylsulfonyl)phenyl)-3-(2-chloro-3-fluorophenyl)urea (1873376-49-8)

Guidance literature:

In dichloromethane; at 25 ℃; for 18h;

DOI:10.1021/acsmedchemlett.5b00489

Reference yield:

N-[4-chloro-2-hydroxy-3-(1-methyl-piperidine-4-sulfonyl)-phenyl]-2,2-dimethyl-propionamide → 1-(4-chloro-2-hydroxy-3-(1-methylpiperidin-4-ylsulfonyl)phenyl)-3-(2-chloro-3-fluorophenyl)urea (1873376-49-8)

Guidance literature:

Multi-step reaction with 2 steps

1: sulfuric acid / 1,4-dioxane / Reflux

2: dichloromethane / 18 h / 25 °C

With sulfuric acid; In 1,4-dioxane; dichloromethane;

DOI:10.1021/acsmedchemlett.5b00489

Reference yield:

1-(tert-butoxycarbonyl)piperidin-4-yl methanesulfonate (141699-59-4) → 1-(4-chloro-2-hydroxy-3-(1-methylpiperidin-4-ylsulfonyl)phenyl)-3-(2-chloro-3-fluorophenyl)urea (1873376-49-8)

Guidance literature:

Multi-step reaction with 5 steps

1: potassium carbonate / 80 °C

2: 3-chloro-benzenecarboperoxoic acid / dichloromethane / 20 °C

3: formic acid / 3 h / 100 °C

4: sulfuric acid / 1,4-dioxane / Reflux

5: dichloromethane / 18 h / 25 °C

With formic acid; sulfuric acid; potassium carbonate; 3-chloro-benzenecarboperoxoic acid; In 1,4-dioxane; dichloromethane;

DOI:10.1021/acsmedchemlett.5b00489

upstream raw materials:

2-chloro-1-fluoro-3-isocyanatobenzene

t-butyl 4-hydroxy piperidine-1-carboxylate

1-(tert-butoxycarbonyl)piperidin-4-yl methanesulfonate

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