6-Fluoronicotinic acid

Base Information

• Chemical Name: 6-Fluoronicotinic acid
• CAS No.: 403-45-2
• Molecular Formula: C6H4FNO2
• Molecular Weight: 141.102
• Hs Code.: 29333990
• European Community (EC) Number: 637-033-0
• NSC Number: 51767
• DSSTox Substance ID: DTXSID80287610
• Nikkaji Number: J2.174.933H
• Wikidata: Q72475092
• ChEMBL ID: CHEMBL247112
• Mol file: 403-45-2.mol

Synonyms:6-Fluoronicotinic acid;403-45-2;6-Fluoropyridine-3-carboxylic acid;2-fluoropyridine-5-carboxylic acid;2-Fluoro-5-pyridinecarboxylic Acid;6-fluoro-3-pyridinecarboxylic acid;MFCD01859863;6-fluoropyridine-3-formic acid;6-Fluoronicotinicacid;NSC51767;6-fluoro nicotinic acid;SCHEMBL646556;CHEMBL247112;DTXSID80287610;UJDLCTNVHJEBDG-UHFFFAOYSA-N;2-fluoro-pyridine-5-carboxylic acid;6-fluoro-pyridine-3-carboxylic acid;2-Fluoro-5-pyridine carboxylic acid;BBL103748;NSC-51767;STL557558;AKOS005254427;AB09999;CS-W019722;PS-9025;AC-18825;SY004391;6-Fluoropyridine-3-carboxylic acid, 97%;AM20051164;F0695;FT-0600911;EN300-75668;J-400794;Z1182395505

Chemical Property of 6-Fluoronicotinic acid

Chemical Property:

• Appearance/Colour: off-white crystal power
• Melting Point: 144-148 °C(lit.)
• Boiling Point: 309.4 °C at 760 mmHg
• PKA: 3.41±0.10(Predicted)
• Flash Point: 140.9 °C
• PSA: 50.19000
• Density: 1.419 g/cm³
• LogP: 0.91890
• Storage Temp.: Keep in dark place,Sealed in dry,Room Temperature
• XLogP3: 2.1
• 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

6-Fluoronicotinic Acid >98.0%(GC) ^*data from reagent suppliers

Safty Information:

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

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: C1=CC(=NC=C1C(=O)O)F
• Uses: It is used as a pharmaceutical intermediate.

Technology Process of 6-Fluoronicotinic acid

There total 6 articles about 6-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: 63.0%

H2O*CHLiO2 + 2-fluoro-5-iodopyridine (171197-80-1) → 6-fluoronicotinic acid (403-45-2)

Guidance literature:

With formic acid; 1,3-bis-(diphenylphosphino)propane; nickel(II) acetate tetrahydrate; acetic anhydride; In tetrahydrofuran; at 100 ℃; for 24h; Schlenk technique; Inert atmosphere; Sealed tube;

DOI:10.1039/d0cc01363c

Reference yield: 63.0%

→ 6-fluoronicotinic acid (403-45-2)

Guidance literature:

With formic acid; 1,3-bis-(diphenylphosphino)propane; nickel(II) acetate tetrahydrate; acetic anhydride; In tetrahydrofuran; at 100 ℃; for 24h; Schlenk technique; Inert atmosphere;

Reference yield: 45.0%

2-fluoro-5-methylpyridine (2369-19-9) → 6-fluoronicotinic acid (403-45-2)

Guidance literature:

With potassium permanganate; In water; at 100 ℃; for 4.5h;

DOI:10.1021/jm00168a021

upstream raw materials:

2-fluoro-5-methylpyridine

(5-methyl-pyridin-2-yl)amine

nicotinic acid

2-fluoro-5-iodopyridine

Downstream raw materials:

6-hydroxy-3-pyridinecarboxylic acid

6-fluoronicotinamide

6-fluoronicotinoyl chloride

methyl 6-fluoropyridine-3-carboxylate

Refernces

• 1、 Fu, Ming-Chen,Fu, Yao,Shang, Rui,Wu, Ya-Nan. "Nickel-catalyzed carboxylation of aryl iodides with lithium formate through catalytic CO recycling". supporting information. p. 4067 - 4069. Retrieved 2020/04/20.
• 2、 -. "IMAGING AND RADIOTHERAPY METHODS FOR TUMOUR STEM CELLS". Page/Page column 28. . Retrieved 2013/04/13.