4-(5-Chloro-2-hydroxyphenyl)-1,2-dihydro-2-oxo-6-(trifluoromethyl)-3-quinolinepropanoic acid

Base Information

• Chemical Name: 4-(5-Chloro-2-hydroxyphenyl)-1,2-dihydro-2-oxo-6-(trifluoromethyl)-3-quinolinepropanoic acid
• CAS No.: 275375-63-8
• Molecular Formula: C₁₉H₁₃ClF₃NO₄
• Molecular Weight: 411.765
• Mol file: 275375-63-8.mol

Synonyms:4-(5-Chloro-2-hydroxyphenyl)-1,2-dihydro-2-oxo-6-(trifluoromethyl)-3-quinolinepropanoic acid

Chemical Property of 4-(5-Chloro-2-hydroxyphenyl)-1,2-dihydro-2-oxo-6-(trifluoromethyl)-3-quinolinepropanoic acid

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 4-(5-Chloro-2-hydroxyphenyl)-1,2-dihydro-2-oxo-6-(trifluoromethyl)-3-quinolinepropanoic acid

There total 6 articles about 4-(5-Chloro-2-hydroxyphenyl)-1,2-dihydro-2-oxo-6-(trifluoromethyl)-3-quinolinepropanoic acid 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: 84.0%

4-(5-Chloro-2-hydroxyphenyl)-1,2-dihydro-2-oxo-6-(trifluoromethyl)-3-quinolinepropanoic acid, ethyl ester (275375-62-7) → 4-(5-Chloro-2-hydroxyphenyl)-1,2-dihydro-2-oxo-6-(trifluoromethyl)-3-quinolinepropanoic acid (275375-63-8)

Guidance literature:

With sodium hydroxide; In ethanol;

Reference yield:

3-[4-(5-chloro-2-methoxy-phenyl)-2-oxo-6-trifluoromethyl-1,2-dihydro-quinolin-3-yl]-propionic acid methyl ester (568565-37-7) → 4-(5-Chloro-2-hydroxyphenyl)-1,2-dihydro-2-oxo-6-(trifluoromethyl)-3-quinolinepropanoic acid (275375-63-8)

Guidance literature:

With pyridine hydrochloride; at 200 - 210 ℃;

DOI:10.1021/jm030005h

Reference yield:

methyl 4-(chlorocarbonyl)butyrate (1501-26-4) → 4-(5-Chloro-2-hydroxyphenyl)-1,2-dihydro-2-oxo-6-(trifluoromethyl)-3-quinolinepropanoic acid (275375-63-8)

Guidance literature:

Multi-step reaction with 4 steps

1: pyridine / CH₂Cl₂ / 0 - 23 °C

2: KN(SiMe₃)2 / tetrahydrofuran / 23 °C

3: HBr; AcOH

4: pyridine hydrochloride / 200 - 210 °C

With pyridine; hydrogen bromide; pyridine hydrochloride; potassium hexamethylsilazane; acetic acid; In tetrahydrofuran; dichloromethane;

DOI:10.1021/jm030005h

upstream raw materials:

3-[4-(5-chloro-2-methoxy-phenyl)-2-oxo-6-trifluoromethyl-1,2-dihydro-quinolin-3-yl]-propionic acid methyl ester

methyl 4-(chlorocarbonyl)butyrate

(2-amino-5-trifluoromethyl-phenyl)-(5-chloro-2-methoxy-phenyl)-methanone

4-[2-(5-chloro-2-methoxy-benzoyl)-4-trifluoromethyl-phenylcarbamoyl]-butyric acid methyl ester