6-(4-chloro-2-fluoro-3-methoxyphenyl)-4,5-dichloro-2-pyridinecarboxylic acid

Base Information

• Chemical Name: 6-(4-chloro-2-fluoro-3-methoxyphenyl)-4,5-dichloro-2-pyridinecarboxylic acid
• CAS No.: 1546765-39-2
• Molecular Formula: C₁₃H₇Cl₃FNO₃
• Molecular Weight: 350.561
• Mol file: 1546765-39-2.mol

Synonyms:6-(4-chloro-2-fluoro-3-methoxyphenyl)-4,5-dichloro-2-pyridinecarboxylic acid

Chemical Property of 6-(4-chloro-2-fluoro-3-methoxyphenyl)-4,5-dichloro-2-pyridinecarboxylic acid

Chemical Property:

Purity/Quality:

99.9% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 6-(4-chloro-2-fluoro-3-methoxyphenyl)-4,5-dichloro-2-pyridinecarboxylic acid

There total 2 articles about 6-(4-chloro-2-fluoro-3-methoxyphenyl)-4,5-dichloro-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: 74.0%

(4-chloro-2-fluoro-3-methoxyphenyl)-boronic acid (944129-07-1) + 4,5,6-trichloropicolinic acid (496849-77-5) → 6-(4-chloro-2-fluoro-3-methoxyphenyl)-4,5-dichloro-2-pyridinecarboxylic acid (1546765-39-2) + 5-chloro-4,6-bis(4-chloro-2-fluoro-3-methoxyphenyl)picolinic acid

Guidance literature:

4,5,6-trichloropicolinic acid; With palladium diacetate; triethylamine; In water; acetonitrile; for 0.5h; Inert atmosphere;

(4-chloro-2-fluoro-3-methoxyphenyl)-boronic acid; With triethylamine; In water; acetonitrile; at 65 ℃; for 24.5h; Reagent/catalyst; Inert atmosphere;

Reference yield:

(4-chloro-2-fluoro-3-methoxyphenyl)-boronic acid (944129-07-1) + C14H18Cl3NO2 → 6-(4-chloro-2-fluoro-3-methoxyphenyl)-4,5-dichloro-2-pyridinecarboxylic acid (1546765-39-2)

Guidance literature:

Multi-step reaction with 2 steps

1: dichloro[9,9-dimethyl-4,5- bis(diphenylphosphino)xanthene]palladium (II); triethylamine / water; toluene / 24 h / 55 °C / Inert atmosphere

2: sodium hydroxide / water / 5 h / 70 °C

With dichloro[9,9-dimethyl-4,5- bis(diphenylphosphino)xanthene]palladium (II); triethylamine; sodium hydroxide; In water; toluene; 1: |Suzuki-Miyaura Coupling;

DOI:10.1021/acs.orglett.0c01625

Reference yield: 98.1%

6-(4-chloro-2-fluoro-3-methoxyphenyl)-4,5-dichloro-2-pyridinecarboxylic acid (1546765-39-2) → 6-(4-chloro-2-fluoro-3-methoxyphenyl)-4,5-dichloro-2-pyridinecarbonyl chloride (1546765-42-7)

Guidance literature:

With thionyl chloride; N,N-dimethyl-formamide; In toluene; at 75 ℃;

upstream raw materials:

(4-chloro-2-fluoro-3-methoxyphenyl)-boronic acid

4,5,6-trichloropicolinic acid

Downstream raw materials:

6-(4-chloro-2-fluoro-3-methoxyphenyl)-4,5-dichloro-2-pyridinecarbonyl chloride