ethyl 2-{(4-(4-fluorophenyl)-5-(4-(methylsulphonyl) phenyl)-1H-pyrazol-3-yl]oxy}-3-oxobutanoate

Base Information

• Chemical Name: ethyl 2-{(4-(4-fluorophenyl)-5-(4-(methylsulphonyl) phenyl)-1H-pyrazol-3-yl]oxy}-3-oxobutanoate
• CAS No.: 329076-76-8
• Molecular Formula: C₂₂H₂₁FN₂O₆S
• Molecular Weight: 460.483
• Mol file: 329076-76-8.mol

Synonyms:ethyl 2-{(4-(4-fluorophenyl)-5-(4-(methylsulphonyl) phenyl)-1H-pyrazol-3-yl]oxy}-3-oxobutanoate

Chemical Property of ethyl 2-{(4-(4-fluorophenyl)-5-(4-(methylsulphonyl) phenyl)-1H-pyrazol-3-yl]oxy}-3-oxobutanoate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of ethyl 2-{(4-(4-fluorophenyl)-5-(4-(methylsulphonyl) phenyl)-1H-pyrazol-3-yl]oxy}-3-oxobutanoate

There total 12 articles about ethyl 2-{(4-(4-fluorophenyl)-5-(4-(methylsulphonyl) phenyl)-1H-pyrazol-3-yl]oxy}-3-oxobutanoate 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: 98.0%

ethyl 2-chloro-3-oxo-butyrate (609-15-4) + 4-(4-fluorophenyl)-5-(4-methylsulfonylphenyl)-3-hydroxypyrazole (329076-65-5) → ethyl 2-{(4-(4-fluorophenyl)-5-(4-(methylsulphonyl) phenyl)-1H-pyrazol-3-yl]oxy}-3-oxobutanoate (329076-76-8)

Guidance literature:

With potassium carbonate; In N,N-dimethyl-formamide; at 0 - 20 ℃;

Reference yield:

ethyl 2-(4-fluorophenyl)acetate (587-88-2) → ethyl 2-{(4-(4-fluorophenyl)-5-(4-(methylsulphonyl) phenyl)-1H-pyrazol-3-yl]oxy}-3-oxobutanoate (329076-76-8)

Guidance literature:

Multi-step reaction with 4 steps

1: 69 percent / lithium bis(trimethylsilyl)amide / tetrahydrofuran / 1 h / -78 °C

2: 95 percent / hydrazine hydrate; AcOH / dioxane; H₂O / 24 h / Heating

3: 90 percent / peracetic acid / CH₂Cl₂ / 4 h / 0 °C

4: 450 mg / K₂CO₃ / dimethylformamide / 9 h / 0 - 20 °C

With peracetic acid; potassium carbonate; hydrazine hydrate; acetic acid; lithium hexamethyldisilazane; In tetrahydrofuran; 1,4-dioxane; dichloromethane; water; N,N-dimethyl-formamide;

DOI:10.1021/jo049264k

Reference yield:

p-Fluorophenylacetic acid (405-50-5) → ethyl 2-{(4-(4-fluorophenyl)-5-(4-(methylsulphonyl) phenyl)-1H-pyrazol-3-yl]oxy}-3-oxobutanoate (329076-76-8)

Guidance literature:

Multi-step reaction with 5 steps

1: 96 percent / H₂SO₄ / 8 h / Heating

2: 69 percent / lithium bis(trimethylsilyl)amide / tetrahydrofuran / 1 h / -78 °C

3: 95 percent / hydrazine hydrate; AcOH / dioxane; H₂O / 24 h / Heating

4: 90 percent / peracetic acid / CH₂Cl₂ / 4 h / 0 °C

5: 450 mg / K₂CO₃ / dimethylformamide / 9 h / 0 - 20 °C

With peracetic acid; sulfuric acid; potassium carbonate; hydrazine hydrate; acetic acid; lithium hexamethyldisilazane; In tetrahydrofuran; 1,4-dioxane; dichloromethane; water; N,N-dimethyl-formamide;

DOI:10.1021/jo049264k

upstream raw materials:

ethyl 2-chloro-3-oxo-butyrate

4-(4-fluorophenyl)-5-(4-methylsulfonylphenyl)-3-hydroxypyrazole

p-cyanophenyl methyl sulfide

4-(methylthio)benzoic acid

Downstream raw materials:

7-(4-Fluorophenyl)-3-methyl-6-(4-(methylsulphonyl) phenyl)pyrazolo[5,1-b][1,3]oxazole-2-carboxylic acid

7-(4-fluorophenyl)-3-methyl-6-(4-(methylsulphonyl)phenyl)pyrazolo[5,1-b][1,3]oxazole-2-carboxamide

ethyl 7-(4-Fluorophenyl)-6-(4-methylsulfonylphenyl)-3-methylpyrazolo[5,1-b][1,3]oxazole-2-carboxylate