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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2370352Generated: October 30, 2026

Citric Acid → HCID 66732569, compound

https://huagongshe.com/reaction/2370352

Reaction equation

Participants

RoleNameHCIDCharge
ReactantCitric AcidHCID 311—
ReactantAminoisobutyric acidHCID 6119—
ReactantPotassium CarbonateHCID 11430—
Reactant2-AcetylcyclohexanoneHCID 13400—
ReactantHCID 24708843HCID 24708843—
CatalystCopper(1+) iodide; Copper(I) iodide; Cuprous iodide; Cuprous iodide (CuI)HCID 24350—
SolventWaterHCID 962—
SolventDimethylformamideHCID 6228—
ProductHCID 66732569HCID 6673256994.3%

Reaction Conditions

Temperature100 °C

Reaction Steps

The title compound was prepared according to General Method 7. 4-bromo-N-butyl-2-fluorobenzamide (950 mg, 3.22 mmol), 2-aminoisobutyric acid (450 mg, 4.36 mmol), CuI (100 mg, 0.5 mmol), TEA (0.1 mL) and K2CO3 (1.0 g, 7.2 mmol) were charged in DMF (8 ml) and water (2 ml) and stirred at RT for 5 min. 2-acetylcyclohexanone (100 mg, 0.7 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 (50 mL, 2 times). The combined organic layer was dried over Na2SO4 and concentrated to obtain 900 mg of 2-(4-(butylcarbamoyl)-3-fluorophenylamino)-2-methylpropanoic acid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08710086B2
Source datasetuspto-grants-2014_04
ORD IDord-6d2b32dab02349978499b37fff0d2ab8
Source noteuspto-grants-2014_04