HuagongsheHuagongshe Chemistry Print Report · For research reference only
Dimethylacetamide → HCID 58235050, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Dimethylacetamide | HCID 31374 | — |
| Reactant | 3,5-Difluoroaniline | HCID 96595 | — |
| Reactant | methyl 8-bromo-2-(ethylthio)-4-oxo-4H-chromene-6-carboxylate | HCID 58235026 | — |
| Solvent | Water ethylacetate | HCID 22728543 | — |
| Product | HCID 58235050 | HCID 58235050 | 57% |
Reaction Steps
Methyl 8-bromo-2-(ethylthio)-4-oxo-4H-chromene-6-carboxylate (850 mg, 2.29 mmol, prepared as described in Example 9) and 3,5-difluoroaniline (621 mg, 4.81 mmol) in DMA (10 mL) were stirred at 50° C. overnight. The reaction mixture was diluted with water/ethyl acetate. The organic layer was washed with brine, dried over MgSO4 and concentrated. The crude product was purified by flash chromatography on silica gel eluting with 0 to 25% ethyl acetate in dichloromethane. The solvent was evaporated to dryness to afford methyl 8-(1-(3,5-difluorophenylamino)ethyl)-2-(ethylthio)-4-oxo-4H-chromene-6-carboxylate (550 mg, 57%) as a off-white solid. Mass Spectrum: M+H+ 420. SNH
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09029374B2 |
| Source dataset | uspto-grants-2015_05 |
| ORD ID | ord-3e9e99c499cc4543bdf22e3cfa9334b2 |
| Source note | uspto-grants-2015_05 |