2'-(chloroMethyl)-4-fluoro-5-isopropyl-2-Methoxy-4'-(trifluoroMethyl)-1,1'-biphenyl

Base Information

• Chemical Name: 2'-(chloroMethyl)-4-fluoro-5-isopropyl-2-Methoxy-4'-(trifluoroMethyl)-1,1'-biphenyl
• CAS No.: 875551-28-3
• Molecular Formula: C₁₈H₁₇ClF₄O
• Molecular Weight: 360.779
• Mol file: 875551-28-3.mol

Synonyms:2'-CHLOROMETHYL-4-FLUORO-5-ISOPROPYL-2-METHOXY-4'-TRIFLUOROMETHYLBIPHENYL;QC-5177;2'-(chloroMethyl)-4-fluoro-5-isopropyl-2-Methoxy-4'-(trifluoroMethyl)-1,1'-biphenyl;2'-(CHLOROMETHYL)-4-FLUORO-2-METHOXY-5-(1-METHYLETHYL)-4'-(TRIFLUOROMETHYL)-1,1'-BIPHENYL;

Chemical Property of 2'-(chloroMethyl)-4-fluoro-5-isopropyl-2-Methoxy-4'-(trifluoroMethyl)-1,1'-biphenyl

Chemical Property:

• PSA: 9.23000
• LogP: 6.38230

Purity/Quality:

98%,99%, ^*data from raw suppliers

2''-Chloromethyl-4-fluoro-5-isopropyl-2-methoxy-4''-trifluoromethylbiphenyl ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 2'-(chloroMethyl)-4-fluoro-5-isopropyl-2-Methoxy-4'-(trifluoroMethyl)-1,1'-biphenyl

There total 19 articles about 2'-(chloroMethyl)-4-fluoro-5-isopropyl-2-Methoxy-4'-(trifluoroMethyl)-1,1'-biphenyl 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: 96.8%

(4'-fluoro-5'-isopropyl-2'-methoxy-4-(trifluoromethyl)-[1,1'-biphenyl]-2-yl)methanol (875548-97-3) → 2'-(chloromethyl)-4-fluoro-5-isopropyl-2-methoxy-4'-(trifluoromethyl)biphenyl (875551-28-3)

Guidance literature:

With thionyl chloride; In N,N-dimethyl-formamide; at 10 - 15 ℃;

Reference yield:

1-(2-fluoro-4-methoxyphenyl)-1-ethanone (74457-86-6) → 2'-(chloromethyl)-4-fluoro-5-isopropyl-2-methoxy-4'-(trifluoromethyl)biphenyl (875551-28-3)

Guidance literature:

Multi-step reaction with 6 steps

1.1: tetrahydrofuran / 1 h / -15 - 0 °C

2.1: hydrogenchloride; hydrogen / palladium 10% on activated carbon / ethanol; water / 1 h / 40 °C / 775.74 Torr

3.1: N-Bromosuccinimide / acetonitrile / 35 °C

4.1: n-butyllithium / toluene; hexane; tetrahydrofuran / -80 - -35 °C / Inert atmosphere

4.2: Inert atmosphere

5.1: potassium carbonate / (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride / water; tetrahydrofuran / 24 h / 35 °C / Inert atmosphere

6.1: N,N-dimethyl-formamide; thionyl chloride / 5 h / 0 - 20 °C

With hydrogenchloride; N-Bromosuccinimide; n-butyllithium; thionyl chloride; hydrogen; potassium carbonate; N,N-dimethyl-formamide; (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; palladium 10% on activated carbon; In tetrahydrofuran; ethanol; hexane; water; toluene; acetonitrile;

Reference yield:

2-(2-fluoro-4-methoxyphenyl)-2-isopropanol (96826-25-4) → 2'-(chloromethyl)-4-fluoro-5-isopropyl-2-methoxy-4'-(trifluoromethyl)biphenyl (875551-28-3)

Guidance literature:

Multi-step reaction with 5 steps

1.1: hydrogenchloride; hydrogen / palladium 10% on activated carbon / ethanol; water / 1 h / 40 °C / 775.74 Torr

2.1: N-Bromosuccinimide / acetonitrile / 35 °C

3.1: n-butyllithium / toluene; hexane; tetrahydrofuran / -80 - -35 °C / Inert atmosphere

3.2: Inert atmosphere

4.1: potassium carbonate / (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride / water; tetrahydrofuran / 24 h / 35 °C / Inert atmosphere

5.1: N,N-dimethyl-formamide; thionyl chloride / 5 h / 0 - 20 °C

With hydrogenchloride; N-Bromosuccinimide; n-butyllithium; thionyl chloride; hydrogen; potassium carbonate; N,N-dimethyl-formamide; (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; palladium 10% on activated carbon; In tetrahydrofuran; ethanol; hexane; water; toluene; acetonitrile;

upstream raw materials:

(4'-fluoro-5'-isopropyl-2'-methoxy-4-(trifluoromethyl)-[1,1'-biphenyl]-2-yl)methanol

1-(2-fluoro-4-methoxyphenyl)-1-ethanone

2-(2-fluoro-4-methoxyphenyl)-2-isopropanol

[4-fluoro-2-methoxy-5-(propan-2-yl)phenyl]boronic acid

Refernces

• 1、 -. "PROCESS FOR A CETP INHIBITOR". Page/Page column 10-11. . Retrieved 2013/05/22.
• 2、 -. "Synthesis of intermediates for preparing anacetrapib and derivates thereof". Page/Page column 37. . Retrieved 2012/07/03.