1-[(1R)-2-(2,4-difluorophenyl)-2-oxo-1-methylethyl]-3-[4-(1,1,2,2-tetrafluoroethoxy)phenyl]-2(1H,3H)-imidazolone

Base Information

• Chemical Name: 1-[(1R)-2-(2,4-difluorophenyl)-2-oxo-1-methylethyl]-3-[4-(1,1,2,2-tetrafluoroethoxy)phenyl]-2(1H,3H)-imidazolone
• CAS No.: 174563-21-4
• Molecular Formula: C₂₀H₁₄F₆N₂O₃
• Molecular Weight: 444.333
• Mol file: 174563-21-4.mol

Synonyms:1-[(1R)-2-(2,4-difluorophenyl)-2-oxo-1-methylethyl]-3-[4-(1,1,2,2-tetrafluoroethoxy)phenyl]-2(1H,3H)-imidazolone

Chemical Property of 1-[(1R)-2-(2,4-difluorophenyl)-2-oxo-1-methylethyl]-3-[4-(1,1,2,2-tetrafluoroethoxy)phenyl]-2(1H,3H)-imidazolone

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 1-[(1R)-2-(2,4-difluorophenyl)-2-oxo-1-methylethyl]-3-[4-(1,1,2,2-tetrafluoroethoxy)phenyl]-2(1H,3H)-imidazolone

There total 3 articles about 1-[(1R)-2-(2,4-difluorophenyl)-2-oxo-1-methylethyl]-3-[4-(1,1,2,2-tetrafluoroethoxy)phenyl]-2(1H,3H)-imidazolone 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:

4'-difluoro-2-trifluoromethanesulfonyloxypropiophenone + 1-[4-(1,1,2,2-tetrafluoroethoxy)phenyl]-2(1H,3H)-imidazolone (155431-83-7) → 1-[(1R)-2-(2,4-difluorophenyl)-2-oxo-1-methylethyl]-3-[4-(1,1,2,2-tetrafluoroethoxy)phenyl]-2(1H,3H)-imidazolone (174563-21-4)

Guidance literature:

With sodium chloride; acetic acid; In tetrahydrofuran; 1-methyl-pyrrolidin-2-one; ethyl acetate;

Reference yield:

(2S)-2',4'-Difluoro-2-hydroxypropiophenone (126918-14-7) → 1-[(1R)-2-(2,4-difluorophenyl)-2-oxo-1-methylethyl]-3-[4-(1,1,2,2-tetrafluoroethoxy)phenyl]-2(1H,3H)-imidazolone (174563-21-4)

Guidance literature:

Multi-step reaction with 2 steps

1: 88 percent / i-Pr₂NEt / CH₂Cl₂ / 0.5 h / -30 °C

2: 1.) NaH, 1-methyl-2-pyrrolidone / 1.) RT, 15 min, 2.) THF, -20 deg C, 10 min

With 1-methyl-pyrrolidin-2-one; sodium hydride; N-ethyl-N,N-diisopropylamine; In dichloromethane;

DOI:10.1248/cpb.47.360

Reference yield:

1-[4-(1,1,2,2-tetrafluoroethoxy)phenyl]-2(1H,3H)-imidazolone (155431-83-7) + (2S)-2',4'-difluoro-2-trifluoromethanesulfonyloxypropiophenone (174563-08-7) → 1-(2,4-difluoro-phenyl)-2-{1-[4-(1,1,2,2-tetrafluoro-ethoxy)-phenyl]-1H-imidazol-2-yloxy}-propan-1-one + 1-[(1R)-2-(2,4-difluorophenyl)-2-oxo-1-methylethyl]-3-[4-(1,1,2,2-tetrafluoroethoxy)phenyl]-2(1H,3H)-imidazolone (174563-21-4)

Guidance literature:

With 1-methyl-pyrrolidin-2-one; sodium hydride; Yield given; Multistep reaction. Yields of byproduct given; 1.) RT, 15 min, 2.) THF, -20 deg C, 10 min;

DOI:10.1248/cpb.47.360

upstream raw materials:

1-[4-(1,1,2,2-tetrafluoroethoxy)phenyl]-2(1H,3H)-imidazolone

(2S)-2',4'-difluoro-2-trifluoromethanesulfonyloxypropiophenone

(2S)-2',4'-Difluoro-2-hydroxypropiophenone

Downstream raw materials:

1-[(1R,2S)-2-(2,4-difluorophenyl)-2-hydroxy-3-(isopropoxydimethylsilyl)-1-methylpropyl]-3-[4-(1,1,2,2-tetrafluoroethoxy)phenyl]-2(1H,3H)-imidazolone

1-[(1R,2S)-2-(2,4-difluorophenyl)-2,3-dihydroxy-1-methylpropyl]-3-[4-(1,1,2,2-tetrafluoroethoxy)phenyl]-2(1H,3H)-imidazolone

1-[(1R,2R)-2-(2,4-difluorophenyl)-2-hydroxy-1-methyl-3-(1H-1,2,4-triazol-1-yl)propyl]-3-[4-(1,1,2,2-tetrafluoroethoxy)phenyl]-2(1H,3H)-imidazolone

1-[(1R,2S)-2-(2,4-difluorophenyl)-2-hydroxy-3-methanesulfonyloxy-1-methylpropyl]-3-[4-(1,1,2,2-tetrafluoroethoxy)phenyl]-2(1H,3H)-imidazolone