2-(2-Fluoro-4-iodoanilino)-3,4-difluorobenzoic Acid Chemical Properties

Melting point:

189-191°C

Boiling point:

370.1±42.0 °C(Predicted)

Density 

1.939±0.06 g/cm3(Predicted)

storage temp. 

Keep in dark place,Sealed in dry,2-8°C

solubility 

DMSO (Sparingly), Methanol (Slightly)

form 

Solid

pka

3.25±0.36(Predicted)

color 

Off-White to Beige

InChI

InChI=1S/C13H7F3INO2/c14-8-3-2-7(13(19)20)12(11(8)16)18-10-4-1-6(17)5-9(10)15/h1-5,18H,(H,19,20)

InChIKey

REMYZOSCCVDLDL-UHFFFAOYSA-N

SMILES

C(O)(=O)C1=CC=C(F)C(F)=C1NC1=CC=C(I)C=C1F

Safety Information

HS Code 

2916399090

2-(2-Fluoro-4-iodoanilino)-3,4-difluorobenzoic Acid Usage And Synthesis

Chemical Properties

Off-White Solid

Uses

Intermediate in the preparation of MEK inhibitors.

Synthesis

To a solution of methyl-3,4-diflluoro-2-((2-flluoro-4-iodophenyl)amino)benzoate (23, 6.0 g, 23.8 mmol) in methanol (80 mL) and water (80 mL) was added LiOH (7.8 g, 195 mmol). The reaction mixture was stirred at 78 C in an oil bath for 1 h. After cooling, the reaction mixture was acidified to pH = 2 with a 2 N HCl solution. The solid was filtered and washed with water to provide 2-(2-Fluoro-4-iodoanilino)-3,4-difluoro benzoic Acid (5.11 g, 96%) as a white solid.

References

[1] Neuropharmacology, 2019, vol. 144, p. 122 - 132
[2] Angewandte Chemie - International Edition, 2013, vol. 52, # 33, p. 8551 - 8556
[3] Angew. Chem., 2013, vol. 125, # 33, p. 8713 - 8718,6
[4] Patent: WO2006/134469, 2006, A1. Location in patent: Page/Page column 13-14
[5] Patent: WO2004/56789, 2004, A1. Location in patent: Page 16; 23-24; 28; 31-32; 37-38

2-(2-Fluoro-4-iodoanilino)-3,4-difluorobenzoic Acid(391211-97-5)Related Product Information

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