HuagongsheHuagongshe Chemistry Print Report · For research reference only
Methanol → HCID 86732273, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Methanol | HCID 887 | — |
| Reactant | 1,8-Diazabicyclo(5.4.0)undec-7-ene | HCID 81184 | — |
| Reactant | HCID 86732272 | HCID 86732272 | — |
| Solvent | Ethyl acetate hexane | HCID 21226206 | — |
| Product | HCID 86732273 | HCID 86732273 | 82.6% |
Reaction Steps
A solution of N-((4S,6S)-4-(2-chloro-3-fluorophenyl)-4-methyl-6-(trifluoromethyl)-5,6-dihydro-4H-1,3-oxazin-2-yl)benzamide (1.73 g, 4.17 mmol), methanol (25 mL) and DBU (0.798 mL, 5.30 mmol) was stirred at 55° C. overnight. The mixture was concentrated in vacuo, diluted with water and EtOAc. The organic layer was washed with brine, dried over sodium sulfate and concentrated in vacuo. The crude was purified by silica gel chromatography: 0-100% EtOAc-hexane to give (4S,6S)-4-(2-chloro-3-fluorophenyl)-4-methyl-6-(trifluoromethyl)-5,6-dihydro-4H-1,3-oxazin-2-amine as a white solid (1.07 g, 82% yield). MS m/z=415 [M+H]+. Calculated for C19H15ClF4N2O2: 414.8.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09296734B2 |
| Source dataset | uspto-grants-2016_03 |
| ORD ID | ord-f0f4e551e86a4a0fbf91a25c5f517b6a |
| Source note | uspto-grants-2016_03 |