HuagongsheHuagongshe Chemistry Print Report · For research reference only
Water → HCID 131728111, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Potassium Carbonate | HCID 11430 | — |
| Reactant | {2-[(Dimethylamino)methyl]phenyl}boronic acid | HCID 2734345 | — |
| Reactant | HCID 117893471 | HCID 117893471 | — |
| Catalyst | Tetrabutylammonium Bromide | HCID 74236 | — |
| Catalyst | HCID 178418397 | HCID 178418397 | — |
| Solvent | Toluene | HCID 1140 | — |
| Product | HCID 131728111 | HCID 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
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07714000B2 |
| Source dataset | uspto-grants-2010_05 |
| ORD ID | ord-5645a5ae441341af99b512bf3f338c29 |
| Source note | uspto-grants-2010_05 |