HuagongsheHuagongshe Chemistry Print Report · For research reference only
Hydrogen chloride-ethyl acetate → 8-[(2,6-Dimethylcyclohexyl)oxy]-2,3,4,5-tetrahydropyrido[3,2-f][1,4]oxazepine hydrochloride
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Hydrogen chloride-ethyl acetate | HCID 21866389 | — |
| Reactant | tert-butyl 8-[(2,6-dimethylcyclohexyl)oxy]-2,3-dihydropyrido[3,2-f][1,4]oxazepine-4(5H)-carboxylate | HCID 68429514 | — |
| Product | 8-[(2,6-Dimethylcyclohexyl)oxy]-2,3,4,5-tetrahydropyrido[3,2-f][1,4]oxazepine hydrochloride | HCID 68427348 | 51% |
Reaction Steps
A mixture of the compound obtained in step 1 (0.51 g) and 4N hydrogen chloride/ethyl acetate (3 mL) was stirred at room temperature for 3 hr. The precipitate was collected by filtration, and the aqueous layer was basified and extracted with ethyl acetate and aqueous sodium hydroxide solution. The organic layer was washed with saturated brine and dried, and the solvent was evaporated under reduced pressure. Ethyl acetate was added to the residue, and 4N hydrogen chloride/ethyl acetate was added. The precipitate was collected by filtration and recrystallized from ethanol-diisopropyl ether to give the title compound (0.22 g, 51%) as a white powder.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08329687B2 |
| Source dataset | uspto-grants-2012_12 |
| ORD ID | ord-281ce2d82d80440ca2a9f09a84b4fc28 |
| Source note | uspto-grants-2012_12 |