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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2389287Generated: November 1, 2026

Water → HCID 21196241, compound

https://huagongshe.com/reaction/2389287

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantDimethylamine, hydrochlorideHCID 10473—
ReactantPotassium CarbonateHCID 11430—
Reactant1-HydroxybenzotriazoleHCID 75771—
ReactantSodium BicarbonateHCID 516892—
Reactant1,3-Propanediamine, N'-(ethylcarbonimidoyl)-N,N-dimethyl-, monohydrochlorideHCID 2723939—
Reactant5-Bromo-2-fluorobenzoic acidHCID 2736315—
SolventDimethylformamideHCID 6228—
ProductHCID 21196241HCID 21196241100%

Reaction Steps

5-Bromo-2-fluorobenzoic acid (500 mg, 2.23 mmol) was dissolved in DMF (5.0 mL), and dimethylamine hydrochloride (223 mg, 2.72 mmol), WSC.HCl (511 mg, 2.66 mmol), HOBt.H2O (410 mg, 2.68 mmol), and potassium carbonate (367 mg, 2.66 mmol) were added thereto, and the mixture was stirred at room temperature for 3 hours. To the mixture, an aqueous sodium hydrogen carbonate solution was added, and the mixture was extracted with ethyl acetate. The organic layer was washed with saturated brine and dried over anhydrous magnesium sulfate, and the solvent was evaporated under reduced pressure. The residue was purified by silica gel column chromatography (hexane/ethyl acetate=50/50) to give 5-bromo-2-fluoro-N,N-dimethylbenzamide (550 mg, 2.23 mmol, yield: 99%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08273738B2
Source datasetuspto-grants-2012_09
ORD IDord-74a7fc93c782410baffad9292a6319d6
Source noteuspto-grants-2012_09