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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2235049Generated: October 30, 2026

Water → HCID 131728111, compound

https://huagongshe.com/reaction/2235049

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantPotassium CarbonateHCID 11430—
Reactant{2-[(Dimethylamino)methyl]phenyl}boronic acidHCID 2734345—
ReactantHCID 117893471HCID 117893471—
CatalystTetrabutylammonium BromideHCID 74236—
CatalystHCID 178418397HCID 178418397—
SolventTolueneHCID 1140—
ProductHCID 131728111HCID 131728111—

Reaction Steps

525 mg (1.48 mmol) tert-butyl[1-(4-bromo-phenyl)-5-oxo-pyrrolidin-3-yl]-carbamate are dissolved in 30 ml of toluene and 5 ml of water and combined with 318 mg (1.77 mmol) 2-(N,N-dimethylaminomethyl)phenylboronic acid, 48 mg (0.15 mmol) tetrabutylammonium bromide and 314 mg (2.96 mmol) potassium carbonate, and lastly 173 mg (0.15 mmol) tetrakis(triphenylphosphine)palladium(0) are added. The reaction solution is refluxed for 90 minutes at 400 Watt in the microwave. Then another 330 mg (1.84 mmol) 2-(N,N-dimethylaminomethyl)phenylboronic acid are added and the mixture is heated for one hour at 400 Watt in the microwave. The reaction solution is evaporated to dryness i. vac. The residue is purified by reversed phase chromatography.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07714000B2
Source datasetuspto-grants-2010_05
ORD IDord-5645a5ae441341af99b512bf3f338c29
Source noteuspto-grants-2010_05