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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2370354Generated: November 3, 2026

Citric Acid → HCID 66732558, compound

https://huagongshe.com/reaction/2370354

Reaction equation

Participants

RoleNameHCIDCharge
ReactantCitric AcidHCID 311—
ReactantAminoisobutyric acidHCID 6119—
ReactantPotassium CarbonateHCID 11430—
Reactant2-AcetylcyclohexanoneHCID 13400—
Reactant4-Bromo-2-fluoro-N-propylbenzamideHCID 24697054—
CatalystCopper(1+) iodide; Copper(I) iodide; Cuprous iodide; Cuprous iodide (CuI)HCID 24350—
SolventWaterHCID 962—
SolventDimethylformamideHCID 6228—
ProductHCID 66732558HCID 66732558148.2%

Reaction Conditions

Temperature100 °C

Reaction Steps

The title compound was prepared according to General Method 7. 4-bromo-2-fluoro-N-propylbenzamide (620 mg, 2.39 mmol), 2-aminoisobutyric acid (422 mg, 4.09 mmol), CuI (100 mg, 0.6 mmol), TEA (catalytic amount) and K2CO3 (1.13 g, 8.1 mmol) were dissolved in DMF (8 ml) and water (2 ml) stirred at RT for 5 min. Then 2-acetylcyclohexanone (0.13 g, 0.3 mmol) was added and the reaction mixture was heated at 100° C. for 18 h. The reaction mixture was acidified with 1 M citric acid (pH 4) and extracted with ethyl acetate (100 mL, 2 times). The combined organic layer was dried over Na2SO4 and concentrated to obtain 1.0 g of 2-(4-(propylcarbamoyl)-3-fluorophenylamino)-2-methylpropanoic acid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08710086B2
Source datasetuspto-grants-2014_04
ORD IDord-d8f124fb902d4c609ab8150feb8ffa90
Source noteuspto-grants-2014_04