3-FLUORO-2-TRIFLUOROMETHYL-ISONICOTINIC ACID

Base Information

• Chemical Name: 3-FLUORO-2-TRIFLUOROMETHYL-ISONICOTINIC ACID
• CAS No.: 886510-09-4
• Molecular Formula: C₇H₃F₄NO₂
• Molecular Weight: 209.1
• Hs Code.: 2933399090
• Mol file: 886510-09-4.mol

Synonyms:3-FLUORO-2-TRIFLUOROMETHYL-ISONICOTINIC ACID;3-fluoro-2-(trifluoromethyl)pyridine-4-carboxylic acid

Chemical Property of 3-FLUORO-2-TRIFLUOROMETHYL-ISONICOTINIC ACID

Chemical Property:

• Vapor Pressure: 0.000113mmHg at 25°C
• Melting Point: 167-169°C
• Boiling Point: 322.8°C at 760 mmHg
• PKA: 2.01±0.10(Predicted)
• Flash Point: 149°C
• PSA: 50.19000
• Density: 1.573g/cm³
• LogP: 1.93770
• Storage Temp.: under inert gas (nitrogen or Argon) at 2-8°C

Purity/Quality:

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

3-Fluoro-2-trifluoromethyl-isonicotinicAcid ^*data from reagent suppliers

Safty Information:

• Hazard Codes: Xn
• Statements: 22

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 3-FLUORO-2-TRIFLUOROMETHYL-ISONICOTINIC ACID

There total 5 articles about 3-FLUORO-2-TRIFLUOROMETHYL-ISONICOTINIC 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: 90.0%

methyl 2-trifluoromethyl-3-fluoro-4-pyridinecarboxylate (1227594-82-2) → 2-trifluoromethyl-3-fluoro-4-pyridinecarboxylic acid (886510-09-4)

Guidance literature:

With lithium hydroxide monohydrate; water; In tetrahydrofuran; methanol; at 20 ℃; for 12h;

Reference yield: 71.0%

carbon dioxide (124-38-9,18923-20-1) + 3-fluoro-2-(trifluoromethyl)pyridine (886510-21-0) → 2-trifluoromethyl-3-fluoro-4-pyridinecarboxylic acid (886510-09-4)

Guidance literature:

3-fluoro-2-(trifluoromethyl)pyridine; With n-butyllithium; N-ethyl-N,N-diisopropylamine; In tetrahydrofuran; at -80 - -70 ℃; for 2h; Inert atmosphere; Large scale;

carbon dioxide; In tetrahydrofuran; at -60 ℃; for 0.5h; Inert atmosphere; Large scale;

Reference yield:

2-Chloro-3-nitropyridine (5470-18-8,34515-82-7) → 2-trifluoromethyl-3-fluoro-4-pyridinecarboxylic acid (886510-09-4)

Guidance literature:

Multi-step reaction with 3 steps

1.1: copper(l) iodide; 1,10-Phenanthroline / N,N-dimethyl-formamide / 3 h / 100 - 110 °C / Inert atmosphere; Large scale

2.1: tetrabutyl ammonium fluoride / dimethyl sulfoxide / 8 h / Reflux; Large scale

3.1: N-ethyl-N,N-diisopropylamine; n-butyllithium / tetrahydrofuran / 2 h / -80 - -70 °C / Inert atmosphere; Large scale

3.2: 0.5 h / -60 °C / Inert atmosphere; Large scale

With copper(l) iodide; n-butyllithium; 1,10-Phenanthroline; tetrabutyl ammonium fluoride; N-ethyl-N,N-diisopropylamine; In tetrahydrofuran; dimethyl sulfoxide; N,N-dimethyl-formamide;

upstream raw materials:

carbon dioxide

3-fluoro-2-(trifluoromethyl)pyridine

2-Chloro-3-nitropyridine

methyl 3-fluoropyridine-4-carboxylate

Downstream raw materials:

[3-fluoro-2-(trifluoromethyl)pyridin-4-yl]methanol

3-fluoro-2-trifluoromethyl-pyridine-4-carbaldehyde

methyl 2-trifluoromethyl-3-fluoro-4-pyridinecarboxylate

2-(3-(4-(7H-pyrrolo[2,3-d]pyrimidin-4-yl)-1H-pyrazol-1-yl)-1-(1-(3-fluoro-2-(trifluoromethyl)isonicotinoyl)piperidin-4-yl)azetidin-3-yl)acetonitrile adipate

Refernces

• 1、 -. "Synthesis method of 3-fluoro-2-trifluoromethyl isonicotinic acid". Paragraph 0030-0033. . Retrieved 2020/01/12.