2-Fluoronicotinic acid

Base Information

• Chemical Name: 2-Fluoronicotinic acid
• CAS No.: 393-55-5
• Molecular Formula: C6H4FNO2
• Molecular Weight: 141.102
• Hs Code.: 29333990
• European Community (EC) Number: 206-888-8
• NSC Number: 51588
• DSSTox Substance ID: DTXSID10192541
• Nikkaji Number: J213.627I
• Wikidata: Q72475095
• Pharos Ligand ID: FDYA6V69BJS3
• ChEMBL ID: CHEMBL394308
• Mol file: 393-55-5.mol

Synonyms:2-Fluoronicotinic acid;393-55-5;2-Fluoropyridine-3-carboxylic acid;2-Fluoro-3-pyridinecarboxylic acid;2-Fluoro-nicotinic acid;MFCD00040744;EINECS 206-888-8;2-Fluoronicotinicacid;2-Fluoro-3-carboxypyridine;fluoronicotinic acid;2-fluoro nicotinic acid;SCHEMBL229352;CHEMBL394308;DTXSID10192541;CS-D0952;NSC51588;NSC 51588;NSC-51588;AKOS005063900;AB01814;AC-3187;PS-9024;SY004382;2-Fluoro-3-pyridinecarboxylic acid, 97%;AM20051144;F0575;FT-0612441;EN300-92165;AI-942/25034137;W-106440;Z1203161997

Chemical Property of 2-Fluoronicotinic acid

Chemical Property:

• Appearance/Colour: Light yellow cryst.
• Vapor Pressure: 0.00713mmHg at 25°C
• Melting Point: 161-165 °C(lit.)
• Refractive Index: 1.533
• Boiling Point: 298.7 °C at 760 mmHg
• PKA: 2.54±0.10(Predicted)
• Flash Point: 134.4 °C
• PSA: 50.19000
• Density: 1.419 g/cm³
• LogP: 0.91890
• Storage Temp.: Keep in dark place,Sealed in dry,Room Temperature
• XLogP3: 0.8
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 1
• Exact Mass: 141.02260653
• Heavy Atom Count: 10
• Complexity: 140

Purity/Quality:

99% ^*data from raw suppliers

2-Fluoronicotinic Acid ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi, F
• Hazard Codes: Xi,F
• Statements: 36/37/38-10
• Safety Statements: 26-36-16

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC(=C(N=C1)F)C(=O)O
• Uses: 2-Fluoronicotinic Acid is an intermediate used to prepare oxadiazole derivatives to inhibit tubulin polymerization and to cause mitotic arrest in tumor cells. It is also used to synthesize potent and selective inhibitors of human reticulocyte 15-lipoxygenase-1.

Technology Process of 2-Fluoronicotinic acid

There total 7 articles about 2-Fluoronicotinic 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: 57.0%

2-fluoropyridine (372-48-5) → 2-fluoronicotinic acid (393-55-5)

Guidance literature:

With n-butyllithium; potassium tert-butylate; In tetrahydrofuran; hexane; at -75 ℃; for 3h;

DOI:10.1016/S0040-4020(01)80824-3

Reference yield: 53.0%

2-fluoro-3-methylpyridine (2369-18-8) → 2-fluoronicotinic acid (393-55-5)

Guidance literature:

With potassium permanganate; In water; Reflux;

DOI:10.1016/j.jfluchem.2011.05.028

Reference yield:

2-fluoropyridine (372-48-5) + carbon dioxide (124-38-9,18923-20-1) → 2-fluoronicotinic acid (393-55-5)

Guidance literature:

2-fluoropyridine; With lithium diisopropyl amide; In tetrahydrofuran; n-heptane; ethylbenzene; at -78 ℃; for 3h;

carbon dioxide; In tetrahydrofuran; n-heptane; ethylbenzene;

upstream raw materials:

2-aminopyridin-3-carboxylic acid

2-fluoro-3-methylpyridine

2-fluoropyridine

3-methylpyridin-2-ylamine

Downstream raw materials:

methyl 2-fluoro-3-pyridinecarboxylate

2-fluoronicotinic acid chloride

2-fluoro-3-(hydroxymethyl)pyridine

2-hydroxy-3-carboxypyridine

Refernces

• 1、 -. "COMPOUNDS AND METHODS OF USE". Page/Page column 117. . Retrieved 2010/11/27.
• 2、 -. "SUBSTITUTED ALKYLAMINE DERIVATIVES AND METHODS OF USE". . . Retrieved 2008/06/13.