6-(4-chlorophenyl)-5-(2,2,2-trifluoroethoxy)-2-pyridinecarboxylic acid

Base Information

• Chemical Name: 6-(4-chlorophenyl)-5-(2,2,2-trifluoroethoxy)-2-pyridinecarboxylic acid
• CAS No.: 1364677-59-7
• Molecular Formula: C₁₄H₉ClF₃NO₃
• Molecular Weight: 331.679
• Mol file: 1364677-59-7.mol

Synonyms:6-(4-chlorophenyl)-5-(2,2,2-trifluoroethoxy)-2-pyridinecarboxylic acid

Chemical Property of 6-(4-chlorophenyl)-5-(2,2,2-trifluoroethoxy)-2-pyridinecarboxylic acid

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 6-(4-chlorophenyl)-5-(2,2,2-trifluoroethoxy)-2-pyridinecarboxylic acid

There total 12 articles about 6-(4-chlorophenyl)-5-(2,2,2-trifluoroethoxy)-2-pyridinecarboxylic 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:

6-(4-chloro-phenyl)-5-(2,2,2-trifluoro-ethoxy)-pyridine-2-carboxylic acid methyl ester (1364677-57-5) → 6-(4-chlorophenyl)-5-(2,2,2-trifluoroethoxy)-2-pyridinecarboxylic acid (1364677-59-7)

Guidance literature:

6-(4-chloro-phenyl)-5-(2,2,2-trifluoro-ethoxy)-pyridine-2-carboxylic acid methyl ester; With water; lithium hydroxide; In tetrahydrofuran; at 20 ℃; for 1h;

With hydrogenchloride; In tetrahydrofuran; water;

Reference yield:

4-Chlorophenylboronic acid (1679-18-1) → 6-(4-chlorophenyl)-5-(2,2,2-trifluoroethoxy)-2-pyridinecarboxylic acid (1364677-59-7)

Guidance literature:

Multi-step reaction with 4 steps

1.1: potassium carbonate / tetrakis(triphenylphosphine) palladium⁽⁰⁾ / water; tetrahydrofuran / 18 h / 20 °C

2.1: sodium hydride / dimethyl sulfoxide; mineral oil / 0.25 h / 20 °C

2.2: 3 h / 20 °C

3.1: triethylamine / dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂ / 20 h / 110 °C / 52505.3 Torr

4.1: water; lithium hydroxide / tetrahydrofuran / 1 h / 20 °C

With water; sodium hydride; potassium carbonate; triethylamine; lithium hydroxide; tetrakis(triphenylphosphine) palladium⁽⁰⁾; dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂; In tetrahydrofuran; water; dimethyl sulfoxide; mineral oil;

Reference yield:

6-chloro-2-(4-chloro-phenyl)-3-fluoro-pyridine (1233697-21-6) → 6-(4-chlorophenyl)-5-(2,2,2-trifluoroethoxy)-2-pyridinecarboxylic acid (1364677-59-7)

Guidance literature:

Multi-step reaction with 3 steps

1.1: sodium hydride / dimethyl sulfoxide; mineral oil / 0.25 h / 20 °C

1.2: 3 h / 20 °C

2.1: triethylamine / dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂ / 20 h / 110 °C / 52505.3 Torr

3.1: water; lithium hydroxide / tetrahydrofuran / 1 h / 20 °C

With water; sodium hydride; triethylamine; lithium hydroxide; dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂; In tetrahydrofuran; dimethyl sulfoxide; mineral oil;

upstream raw materials:

6-(4-chloro-phenyl)-5-(2,2,2-trifluoro-ethoxy)-pyridine-2-carboxylic acid methyl ester

4-Chlorophenylboronic acid

2,6-dichloro-3-fluoropyridine

6-chloro-2-(4-chloro-phenyl)-3-fluoro-pyridine

Downstream raw materials:

6-(4-chloro-phenyl)-5-(2,2,2-trifluoro-ethoxy)-pyridine-2-carboxylic acid {(S)-2-[(E)-methoxyimino]-cyclohexyl}-amide

Refernces

• 1、 -. "HETEROARYLMETHYL AMIDES". Page/Page column 26. . Retrieved 2012/03/27.
• 2、 -. "OXIME COMPOUNDS AS HDL-CHOLESTEROL RAISING AGENTS". Page/Page column 46. . Retrieved 2012/06/30.