Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Morpholine | HCID 8083 | — |
| Reactant | 2-Dicyclohexylphosphino-2',4',6'-triisoprophylbiphenyl | HCID 11155794 | — |
| Reactant | Sodium t-butoxide | HCID 23676156 | — |
| Reactant | Tert-butyl 6'-bromo-2,2-dimethyl-2'-oxospiro[[1,3]dioxane-5,3'-indoline]-1'-carboxylate | HCID 67285944 | — |
| Catalyst | Bis(dibenzylideneacetone)palladium | HCID 9811564 | — |
| Solvent | 1,4-Dioxane | HCID 31275 | — |
| Product | HCID 67284582 | HCID 67284582 | — |
Reaction Steps
To a microwave vessel was added sodium tert-butoxide (0.19 g, 1.99 mmol), morpholine (0.13 mL, 1.49 mmol), XPhos (0.095 g, 0.20 mmol), Pd2(dba)3 (0.091 g, 0.099 mmol), and tert-butyl 6′-bromo-2,2-dimethyl-2′-oxospiro[[1,3]dioxane-5,3′-indoline]-1′-carboxylate (0.41 g, 0.99 mmol) in 1,4-dioxane (9.9 mL). The mixture was deoxygenated with argon for 5 min and stirred at 110° C. for 90 min under microwave irradiation. The resulting mixture was purified by column chromatography (eluting with a gradient of 10-70% EtOAc in hexanes) to give 2,2-dimethyl-6′-morpholinospiro[[1,3]dioxane-5,3′-indolin]-2′-one as a white solid. Mass Spectrum (ESI) m/e=319.2 (M+1).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08765940B2 |
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| Source dataset | uspto-grants-2014_07 |
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| ORD ID | ord-eabb8125a4cd4fe1babf157bf49a35cf |
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| Source note | uspto-grants-2014_07 |
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