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5-Fluoro-2-picolinic acid

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Company Name: Fuxin Fengcheng Chemical Technology Development Co., Ltd.  Gold
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Company Name: Beijing DeLee Pharma Technology Co.,Ltd.  Gold
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5-Fluoro-2-picolinic acid manufacturers

5-Fluoro-2-picolinic acid Basic information
Uses
Product Name:5-Fluoro-2-picolinic acid
Synonyms:5-Fluoropicolinic acid, 2-Carboxy-5-fluoropyridine;5-fluoropyridin-2-carboxylic acid;5-Fluoropyrdine-2-carboxylic acid;2-Pyridinecarboxylicacid, 5-fluoro-;5-FLUORO-2-PICOLINIC ACID;5-FLUORO-2-PYRIDINECARBOXYLIC ACID;5-FLUOROPYRIDIN-2-YLCARBOXYLIC ACID;5-Fluoropyridine-2-carboxylicacid98%
CAS:107504-08-5
MF:C6H4FNO2
MW:141.1
EINECS:675-772-0
Product Categories:pharmacetical;PYRIDINE;CARBOXYLICACID;Building Blocks;Pyridines derivates;Pyridines;Pyridine series
Mol File:107504-08-5.mol
5-Fluoro-2-picolinic acid Structure
5-Fluoro-2-picolinic acid Chemical Properties
Melting point 164-166℃
Boiling point 275.1±20.0 °C(Predicted)
density 1.419±0.06 g/cm3(Predicted)
storage temp. Keep in dark place,Sealed in dry,Room Temperature
solubility soluble in Methanol
form powder to crystal
pka3.58±0.10(Predicted)
color White to Light yellow to Light orange
InChIInChI=1S/C6H4FNO2/c7-4-1-2-5(6(9)10)8-3-4/h1-3H,(H,9,10)
InChIKeyJTKFIIQGMVKDNZ-UHFFFAOYSA-N
SMILESC1(C(O)=O)=NC=C(F)C=C1
CAS DataBase Reference107504-08-5(CAS DataBase Reference)
Safety Information
Hazard Codes Xi
HazardClass IRRITANT
HS Code 2933399990
MSDS Information
5-Fluoro-2-picolinic acid Usage And Synthesis
Uses5-Fluoro-2-pyridinecarboxylic acid, a common organic synthetic intermediate, is mainly used for the structural modification and derivatization of pyridine-containing drug molecules and bioactive molecules. The carboxyl group on the pyridine ring can be converted to an ester group, but acid-promoted esterification is generally not used. A more common approach is to first convert the carboxyl group to an acyl chloride using sulfoxide, followed by the addition of an alcohol to convert it to an ester group. Furthermore, the carboxyl group on this compound can also be converted to a trifluoromethyl group. Finally, the nitrogen atom on the pyridine ring can also be oxidized to nitrogen oxides.
SynthesisPotassium phosphate monobasic (1.4 g, 10 mmol) in water (10 mL) was added to a solution of 5-fluoropyridine-2-carbaldehyde (0.50 g, 4.0 mmol, Frontier) in DMSO (10 mL). Sodium chlorite (0.9 g, 0.008 mol) in water (10 mL) was added, and the reaction continued for 1 hour. The mixture was saturated with NaCl, then diluted with EtOAc. The organic layer was further washed with brine, dried over sodium sulfate and concentrated to afford 5-FLUORO-2-PICOLINIC ACID (370 mg, 65%).
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References[1] Patent: WO2011/28685, 2011, A1. Location in patent: Page/Page column 85; 86
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