Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Acetonitrile | HCID 6342 | — |
| Reactant | Potassium Carbonate | HCID 11430 | — |
| Reactant | Ethyl 3-bromopropionate | HCID 68320 | — |
| Reactant | HCID 67330735 | HCID 67330735 | — |
| Solvent | Water | HCID 962 | — |
| Product | HCID 67330942 | HCID 67330942 | — |
Reaction Steps
To tert-Butyl (3R)-3-[{[2,2-dimethyl-3-oxo-7-(trifluoromethyl)-3,4-dihydro-2H-1,4-benzoxazin-6-yl]carbonyl}(isopropyl)amino]piperidine-1-carboxylate (460 mg) were added 3-bromopropionic acid ethyl ester (0.19 ml), potassium carbonate (298 mg) and acetonitrile (5 ml), and the mixture was refluxed for 5 hours. After the reaction was complete, water was added to the reaction solution, and the mixture was extracted with ethyl acetate solution. The obtained ethyl acetate solution was washed with water and an aqueous sodium chloride solution, dried over magnesium sulfate, filtered and concentrated. The obtained residue was purified by silica gel column chromatography (hexane/ethyl acetate=1/1) to give the title compound (350 mg) as a colorless liquid.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|
| Patent number | US08389511B2 |
|---|
| Source dataset | uspto-grants-2013_03 |
|---|
| ORD ID | ord-2d4dfdfa5a214efd828b3be80ca7d207 |
|---|
| Source note | uspto-grants-2013_03 |
|---|