Synthesis of Carbamoyl Cyclopropane Derivative

To a solution of 1-((4-fluorophenyl)carbamoyl)cyclopropane-1-carboxylic acid (15, 2.02 g, 9.0 mmol) and 4-aminophenol (1.18 g, 10.8 mmol) in DMF (5 mL), EDC·HCl (2.07 g, 10.80 mmol) was added. The reaction solution was stirred at room temperature for 6 h and monitored by TLC. Ice water (125 mL) was added, and the precipitate was filtered off, washed, and dried in a vacuum to yield 16 as a white solid (2.28 g, 80.6%), which can be used for the next step without any purification.

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Huang D., Chen Y., Yang J., Zhao B., Wang S., Chai T., Cui J., Zhou X, & Shang Z. (2024). Design, Synthesis, and Biological Evaluation of 2-Substituted Aniline Pyrimidine Derivatives as Potent Dual Mer/c-Met Inhibitors. Molecules, 29(2), 475.

Publication 2024

Corresponding Organization : Hebei University of Science and Technology

Other organizations : Hebei University of Chinese Medicine, Chinese Academy of Medical Sciences & Peking Union Medical College

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Variable analysis

independent variables

Amount of 1-((4-fluorophenyl)carbamoyl)cyclopropane-1-carboxylic acid (15)
Amount of 4-aminophenol
Amount of EDC·HCl
Reaction time
Reaction temperature

dependent variables

Yield of compound 16

control variables

Solvent (DMF)
Reaction vessel

controls

No positive or negative controls were explicitly mentioned.

Annotations

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