HuagongsheHuagongshe Chemistry Print Report · For research reference only
Potassium Carbonate → Methyl 2-{[2-(3,5-difluorophenyl)-2-oxoethyl]amino}-2-methylpropanoate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Potassium Carbonate | HCID 11430 | — |
| Reactant | Sodium Bicarbonate | HCID 516892 | — |
| Reactant | 2-Bromo-1-(3,5-difluorophenyl)ethanone | HCID 2778331 | — |
| Reactant | Methyl 2-aminoisobutyrate hydrochloride | HCID 13258034 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | Methyl 2-{[2-(3,5-difluorophenyl)-2-oxoethyl]amino}-2-methylpropanoate | HCID 66955347 | — |
Reaction Steps
A mixture of methyl α-aminoisobutyrate hydrochloride (10.3 g, 67.0 mmol), 3,5-difluorophenacyl bromide (15.0 g, 63.8 mmol), and K2CO3 (17.6 g, 128 mmol) in DMF (100 mL) was stirred at ambient temperature for 3 h. Saturated aqueous NaHCO3 (400 mL) was added and the mixture was extracted with EtOAc (1 L). The organic layer was washed with brine, dried over Na2SO4, filtered, and concentrated in vacuo. The crude product was purified by silica gel chromatography, eluting with a gradient of hexane:EtOAc-100:0 to 0:100, to give the title compound. MS: m/z=272 (M+1).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07625901B2 |
| Source dataset | uspto-grants-2009_12 |
| ORD ID | ord-6ae01c68c7dd48189e1abc5e5e2c84a7 |
| Source note | uspto-grants-2009_12 |