2-CHLORO-5-FLUOROISONICOTINIC ACID

Base Information

• Chemical Name: 2-CHLORO-5-FLUOROISONICOTINIC ACID
• CAS No.: 884494-74-0
• Molecular Formula: C₆H₃ClFNO₂
• Molecular Weight: 175.547
• Hs Code.: 2933399090
• Mol file: 884494-74-0.mol

Synonyms:2-Chloro-5-fluoropyridine-4-carboxylic acid;2-Chloro-5-fluoro-4-pyridinecarboxylic acid

Chemical Property of 2-CHLORO-5-FLUOROISONICOTINIC ACID

Chemical Property:

• Vapor Pressure: 1.43E-06mmHg at 25°C
• Refractive Index: 1.563
• Boiling Point: 383.6 °C at 760 mmHg
• PKA: 2.07±0.10(Predicted)
• Flash Point: 185.8 °C
• PSA: 50.19000
• Density: 1.576 g/cm³
• LogP: 1.57230
• Storage Temp.: under inert gas (nitrogen or Argon) at 2-8°C

Purity/Quality:

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

2-Chloro-5-fluoroisonicotinic acid 98.0% ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 2-CHLORO-5-FLUOROISONICOTINIC ACID

There total 1 articles about 2-CHLORO-5-FLUOROISONICOTINIC 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: 42.0%

2-chloro-5-fluoropyridine (31301-51-6) + carbon dioxide (124-38-9,18923-20-1) → 2-chloro-5-fluoro-pyridine-4-carboxylic acid (884494-74-0)

Guidance literature:

2-chloro-5-fluoropyridine; With n-butyllithium; In tetrahydrofuran; hexane; at -70 ℃; for 0.5h; Inert atmosphere;

carbon dioxide; In tetrahydrofuran; hexane; at -70 ℃; for 0.5h;

Reference yield: 93.0%

methanol (67-56-1) + 2-chloro-5-fluoro-pyridine-4-carboxylic acid (884494-74-0) → methyl 2-chloro-5-fluoroisonicotinate (876919-10-7)

Guidance literature:

With thionyl chloride; for 2h; Inert atmosphere; Reflux;

DOI:10.1016/j.jfluchem.2021.109804

Reference yield:

2-chloro-5-fluoro-pyridine-4-carboxylic acid (884494-74-0) + 3-amino-4-phenyl-pyridine (146140-99-0) → 5-fluoro-N-(4-phenylpyridin-3-yl)-2-((5-(trifluoromethyl)pyridin-2-yl)amino)isonicotinamide

Guidance literature:

Multi-step reaction with 2 steps

1: 2,4,6-tripropyl-1,3,5,2,4,6-trioxatriphosphinane-2,4,6-trioxide; triethylamine / N,N-dimethyl-formamide / 20 °C

2: chloro[2-(dicyclohexylphosphino)-3 ,6-dimethoxy-2’,4’, 6’-triisopropyl- 1,1’-biphenyl] [2-(2-aminoethyl)phenyl]palladium(II); dicyclohexyl-(2′,4′,6′-triisopropyl-3,6-dimethoxy-[1,1′-biphenyl]-2-yl)phosphine; potassium carbonate / tert-butyl alcohol / 18 h / 110 °C

With dicyclohexyl-(2′,4′,6′-triisopropyl-3,6-dimethoxy-[1,1′-biphenyl]-2-yl)phosphine; chloro[2-(dicyclohexylphosphino)-3 ,6-dimethoxy-2’,4’, 6’-triisopropyl- 1,1’-biphenyl] [2-(2-aminoethyl)phenyl]palladium(II); potassium carbonate; 2,4,6-tripropyl-1,3,5,2,4,6-trioxatriphosphinane-2,4,6-trioxide; triethylamine; In N,N-dimethyl-formamide; tert-butyl alcohol;

upstream raw materials:

2-chloro-5-fluoropyridine

carbon dioxide

Downstream raw materials:

methyl 2-chloro-5-fluoroisonicotinate

Refernces

• 1、 -. "FUSED HETEROCYCLIC COMPOUND AND PEST CONTROL AGENT". Paragraph 0154; 0155. . Retrieved 2019/07/25.