1-((4-Fluorophenyl)carbamoyl)cyclopropanecarboxylic acid Chemical Properties

Melting point:

173.0 to 177.0 °C

Boiling point:

475.2±30.0 °C(Predicted)

Density 

1.521

storage temp. 

Sealed in dry,Room Temperature

solubility 

soluble in Methanol

form 

powder to crystal

pka

3.48±0.20(Predicted)

color 

White to Almost white

InChI

InChI=1S/C11H10FNO3/c12-7-1-3-8(4-2-7)13-9(14)11(5-6-11)10(15)16/h1-4H,5-6H2,(H,13,14)(H,15,16)

InChIKey

PFMAFXYUHZDKPY-UHFFFAOYSA-N

SMILES

C1(C(NC2=CC=C(F)C=C2)=O)(C(O)=O)CC1

Safety Information

HS Code 

2924.29.9500

1-((4-Fluorophenyl)carbamoyl)cyclopropanecarboxylic acid Usage And Synthesis

Chemical Properties

White powdery substance.

Uses

1-(4-Fluorophenylcarbamoyl)cyclopropanecarboxylic acid is a useful research chemical that can be used as a cabozantinib intermediate.

Synthesis

Cyclopropyl-1,1-dicarboxylic acid(10 g, 77 mmol) in THF (100 mL) was cooled in an ice-water bath, and Triethylamine (8.0 g, 79 mmol) was added dropwise. The temperature of the ice bath during the dropping process is controlled below 10 degrees. The resulting solution was stirred for 30 minutes, and then thionyl chloride (SOCl2, 9.0 g, 76 mmol). Then, dropwise, 4-fluoroaniline (9.0 mL) of THF (30 mL) was added. The ice bath temperature during the whole dripping process is controlled below 10 degrees. The stirring continued for 4 hours, and the reaction was warmed to room temperature. The reaction was diluted with 200 mL of EtOAc And then washed with aqueous NaOH (1.0 M, 50 mL), water (40 mL), and saturated brine (40 mL). The resulting organic solution was dried over Na2SO4, suction filtered, and evaporated to ~ 30 mL. To the resulting viscous liquid was added heptane (200 mL), and a lot of flaky solid precipitated. Filtration and drying gave 1-((4-Fluorophenyl)carbamoyl) cyclopropane carboxylic acid (15.8 g, 93 percent).

1-((4-Fluorophenyl)carbamoyl)cyclopropanecarboxylic acid(849217-48-7)Related Product Information

• 2-Aminocyclohexanone
• 4-Aminodiphenylamine
• 4-Benzothiazolamine (9CI)
• 4-((6,7-Dimethoxyquinolin-4-yl)oxy)aniline
• Cabozantinib Malate
• 4-Aminoveratrole
• Cabozantinib Impurity 5
• N-(4-fluorophenyl)-N-(4-hydroxyphenyl)cyclopropane-1,1-dicarboxamide
• 4-chloro-6,7-dimethoxyquinoline
• Cabozantinib Impurity EXA
• Cabozantinib impurity DX2
• Cyclopropanecarboxylic acid, 1-[[[4-[[7-methoxy-6-(sulfooxy)-4-quinolinyl]oxy]phenyl]amino]carbonyl]-
• 1,1-Cyclopropanedicarboxamide,N-[4-[(6,7-dimethoxy-4-quinolinyl)oxy]phenyl]-N'-phenyl-
• Quinoline, 6,7-dimethoxy-4-(4-nitrophenoxy)-
• Cyclopropanecarboxylic acid, 1-[(phenylaMino)carbonyl]-
• 1,1-Cyclopropanedicarboxamide, N,N'-bis[4-[(6,7-dimethoxy-4-quinolinyl)oxy]phenyl]-
• Cabozantinib impurity 1DYH
• Cyclopropanecarboxylic acid, 1-[[(2-fluorophenyl)amino]carbonyl]-