2,2-Difluoro-3-[5-(4-fluorophenyl)-3-methyl-4-(3-oxo-3,4-dihydro-2H-1,4-benzoxazin-6-yl)-1H-pyrazol-1-yl]propyl acetate

Base Information

• Chemical Name: 2,2-Difluoro-3-[5-(4-fluorophenyl)-3-methyl-4-(3-oxo-3,4-dihydro-2H-1,4-benzoxazin-6-yl)-1H-pyrazol-1-yl]propyl acetate
• CAS No.: 1221500-57-7
• Molecular Formula: C₂₃H₂₀F₃N₃O₄
• Molecular Weight: 459.425
• Mol file: 1221500-57-7.mol

Synonyms:2,2-Difluoro-3-[5-(4-fluorophenyl)-3-methyl-4-(3-oxo-3,4-dihydro-2H-1,4-benzoxazin-6-yl)-1H-pyrazol-1-yl]propyl acetate

Chemical Property of 2,2-Difluoro-3-[5-(4-fluorophenyl)-3-methyl-4-(3-oxo-3,4-dihydro-2H-1,4-benzoxazin-6-yl)-1H-pyrazol-1-yl]propyl acetate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 2,2-Difluoro-3-[5-(4-fluorophenyl)-3-methyl-4-(3-oxo-3,4-dihydro-2H-1,4-benzoxazin-6-yl)-1H-pyrazol-1-yl]propyl acetate

There total 8 articles about 2,2-Difluoro-3-[5-(4-fluorophenyl)-3-methyl-4-(3-oxo-3,4-dihydro-2H-1,4-benzoxazin-6-yl)-1H-pyrazol-1-yl]propyl acetate 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:

6-[1-(2,2-difluoro-3-hydroxypropyl)-5-(4-fluorophenyl)-3-methyl-1H-pyrazol-4-yl]-2H-1,4-benzoxazin-3(4H)-one (1221501-40-1) + acetic anhydride (108-24-7) → 2,2-Difluoro-3-[5-(4-fluorophenyl)-3-methyl-4-(3-oxo-3,4-dihydro-2H-1,4-benzoxazin-6-yl)-1H-pyrazol-1-yl]propyl acetate (1221500-57-7)

Guidance literature:

6-[1-(2,2-difluoro-3-hydroxypropyl)-5-(4-fluorophenyl)-3-methyl-1H-pyrazol-4-yl]-2H-1,4-benzoxazin-3(4H)-one; acetic anhydride; at 60 ℃; for 6h;

With sodium hydrogencarbonate; In water; ethyl acetate;

Reference yield:

1-(benzyloxy)-3-[4-bromo-5-(4-fluorophenyl)-3-methyl-1H-pyrazol-1-yl]propan-2-ol (1221503-42-9) → 2,2-Difluoro-3-[5-(4-fluorophenyl)-3-methyl-4-(3-oxo-3,4-dihydro-2H-1,4-benzoxazin-6-yl)-1H-pyrazol-1-yl]propyl acetate (1221500-57-7)

Guidance literature:

Multi-step reaction with 5 steps

1: Dess-Martin periodane / toluene / 20 °C / Cooling with ice

2: diethylamino-sulfur trifluoride / toluene / 40 °C / Cooling with ice

3: caesium carbonate / dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂ / tetrahydrofuran; water / 24 h / Reflux; Inert atmosphere

4: hydrogen / palladium 10% on activated carbon / tetrahydrofuran; methanol / 12 h / 50 °C / 760.05 Torr

5: 6 h / 60 °C

With diethylamino-sulfur trifluoride; hydrogen; caesium carbonate; Dess-Martin periodane; dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂; palladium 10% on activated carbon; In tetrahydrofuran; methanol; water; toluene;

Reference yield:

1-[3-(benzyloxy)-2,2-difluoropropyl]-4-bromo-5-(4-fluorophenyl)-3-methyl-1H-pyrazole (1221503-45-2) → 2,2-Difluoro-3-[5-(4-fluorophenyl)-3-methyl-4-(3-oxo-3,4-dihydro-2H-1,4-benzoxazin-6-yl)-1H-pyrazol-1-yl]propyl acetate (1221500-57-7)

Guidance literature:

Multi-step reaction with 3 steps

1: caesium carbonate / dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂ / tetrahydrofuran; water / 24 h / Reflux; Inert atmosphere

2: hydrogen / palladium 10% on activated carbon / tetrahydrofuran; methanol / 12 h / 50 °C / 760.05 Torr

3: 6 h / 60 °C

With hydrogen; caesium carbonate; dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂; palladium 10% on activated carbon; In tetrahydrofuran; methanol; water;

upstream raw materials:

6-[1-(2,2-difluoro-3-hydroxypropyl)-5-(4-fluorophenyl)-3-methyl-1H-pyrazol-4-yl]-2H-1,4-benzoxazin-3(4H)-one

acetic anhydride

1-(benzyloxy)-3-[5-(4-fluorophenyl)-3-methyl-1H-pyrazol-1-yl]propan-2-ol

1-(benzyloxy)-3-[4-bromo-5-(4-fluorophenyl)-3-methyl-1H-pyrazol-1-yl]propan-2-ol