HuagongsheHuagongshe Chemistry Print Report · For research reference only
Dichloromethane → tert-butyl 4-(3,3,7-trimethyl-2-oxo-2,3-dihydro-1H-pyrido[2,3-b][1,4]oxazin-1-yl)piperidine-1-carboxylate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Dichloromethane | HCID 6344 | — |
| Reactant | 2,6-Lutidine | HCID 7937 | — |
| Reactant | 2-Bromo-2-methylpropionyl bromide | HCID 88685 | — |
| Reactant | HCID 178430714 | HCID 178430714 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | tert-butyl 4-(3,3,7-trimethyl-2-oxo-2,3-dihydro-1H-pyrido[2,3-b][1,4]oxazin-1-yl)piperidine-1-carboxylate | HCID 68006021 | — |
Reaction Steps
At room temperature, to a dichloromethane solution (15 ml) of tert-butyl 4-[(2-hydroxy-5-methylpyridin-3-yl)amino]piperidine-1-carboxylate (3.08 g) were added 2,6-lutidine (2.25 ml) and 2-bromoisobutyryl bromide (1.74 ml). After stirring at room temperature for 18 hours, N,N-dimethylformamide (15 ml) was added, and stirred at 70° C. for 1 hour. The reaction solution was concentrated under reduced pressure, and the residue was purified by silica gel column chromatography to afford tert-butyl 4-(3,3,7-trimethyl-2-oxo-2,3-dihydro-1H-pyrido[2,3-b][1,4]oxazin-1-yl)piperidine-1-carboxylate (1.04 g).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08729095B2 |
| Source dataset | uspto-grants-2014_05 |
| ORD ID | ord-c1a5d52281a047dd95b8721513c6686a |
| Source note | uspto-grants-2014_05 |