HuagongsheHuagongshe Chemistry Print Report · For research reference only
Water → HCID 68580571, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Piperidine | HCID 8082 | — |
| Reactant | Sodium t-butoxide | HCID 23676156 | — |
| Reactant | HCID 68578192 | HCID 68578192 | — |
| Catalyst | Bis(dibenzylideneacetone)palladium | HCID 9811564 | — |
| Catalyst | 2-Dicyclohexylphosphino-2',4',6'-triisoprophylbiphenyl | HCID 11155794 | — |
| Solvent | 1,4-Dioxane | HCID 31275 | — |
| Product | HCID 68580571 | HCID 68580571 | 92.1% |
Reaction Steps
A solution of tert-butyl 8-bromo-2,3-dihydro-1,4-benzoxazepine-4(5H)-carboxylate (300 mg, 0.915 mmol), piperidine (0.297 ml, 3.00 mmol), X-phos (26.1 mg, 0.0546 mmol), tris(dibenzylideneacetone)dipalladium(0) (16.6 mg, 0.00187 mmol) and sodium tert-butoxide (131 mg, 1.37 mmol) in dioxane (6 ml) was stirred under an argon atmosphere for 1 hr at 80° C. The reaction mixture was poured into water, and the mixture was extracted with ethyl acetate. The extract was washed with water and dried over anhydrous magnesium sulfate. The solvent was evaporated under reduced pressure and the residue was purified by NH silica gel column chromatography (hexane:ethyl acetate=2:1) to give the desired product (280 mg, 92.1%) as an oil.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08247403B2 |
| Source dataset | uspto-grants-2012_08 |
| ORD ID | ord-5247a26c872d4ed3bf58a0211ec0a954 |
| Source note | uspto-grants-2012_08 |