HuagongsheHuagongshe Chemistry Print Report · For research reference only
Hydrochloric Acid → HCID 178509374, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Hydrochloric Acid | HCID 313 | — |
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | 3-Cyclopentyl-3-oxopropanenitrile | HCID 13592118 | — |
| Reactant | 6-(trifluoromethyl)-2,4-dihydro-1H-3,1-benzoxazine-2,4-dione | HCID 53867034 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | HCID 178509374 | HCID 178509374 | 32.6% |
Reaction Steps
A mixture of 6-trifluoromethyl-1H-benzo[d][1,3]oxazine-2,4-dione (1.5 g, 4.22 mmol), 3-cyclopentyl-3-oxopropanenitrile (579 mg, 4.22 mmol), triethylamine (5.98 g, 8.23 ml, 59.1 mmol) and DMF (638 μl) was stirred for 72 h at room temperature. 1N HCl was added and the reaction mixture was extracted with EtOAc. The combined extracts were washed with brine, dried with Na2SO4 and evaporated. The remaining residue was triturated in EtOAc (8 ml) for 3 h. The solid was filtrated off and washed two times with EtOAc to afford the title compound (421 mg, 24%) as white solid. MS (ESI): 307.5 (M+H)+.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09199938B2 |
| Source dataset | uspto-grants-2015_12 |
| ORD ID | ord-b73b9ff0c188407596b60380bb2ed983 |
| Source note | uspto-grants-2015_12 |