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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 571502Generated: October 27, 2026

Potassium Carbonate → 4-chloro-N-[(1R)-1-cyclopropylethyl]-2,5-difluorobenzamide

https://huagongshe.com/reaction/571502

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPotassium CarbonateHCID 11430—
ReactantOxalyl chlorideHCID 65578—
Reactant4-Chloro-2,5-difluorobenzoic acidHCID 2733274—
Reactant(R)-1-CyclopropylethylamineHCID 7016286—
SolventWaterHCID 962—
SolventDimethylformamideHCID 6228—
SolventDichloromethaneHCID 6344—
Product4-chloro-N-[(1R)-1-cyclopropylethyl]-2,5-difluorobenzamideHCID 7120805296.3%

Reaction Steps

Oxalyl chloride (250.0 μL, 2.954 mmol) was added to a solution of 4-chloro-2,5-difluorobenzoic acid (0.0578 g, 0.300 mmol) in dichloromethylene (3 mL), followed by 15 μL of DMF. The mixture was stirred at room temperature for 1 hour. The volatiles were removed under reduced pressure. The residue was diluted with dichloromethylene (5 mL). To the solution was added potassium carbonate (82.9 mg, 0.600 mmol) in water (1 mL), and (1R)-1-cyclopropylethanamine (41.6 μL, 0.450 mmol). The mixture was stirred at room temperature for 30 minutes, and diluted with DCM, washed with water and brine. The organic layer was dried over MgSO4, filtered and concentrated under reduced pressure to afford the desired product (0.075 g, 96%) which was directly used in the next step reaction without further purification. LCMS (M+H)+: m/z=260.0.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09023840B2
Source datasetuspto-grants-2015_05
ORD IDord-5ebdac2afb8b4595a4b38c17a76a9f0a
Source noteuspto-grants-2015_05