Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Ethyl Acetate | HCID 8857 | — |
| Reactant | Sodium t-butoxide | HCID 23676156 | — |
| Reactant | HCID 57423912 | HCID 57423912 | — |
| Catalyst | Ferrocene-1,1'-bis-(diphenylphosphine) | HCID 635956 | — |
| Catalyst | Bis(dibenzylideneacetone)palladium | HCID 9811564 | — |
| Solvent | 1,4-Dioxane | HCID 31275 | — |
| Product | HCID 57423913 | HCID 57423913 | — |
Reaction Steps
A solution of tris(dibenzylideneacetone)dipalladium (0) (0.14 g), 1,1′-bis(diphenylphosphino)ferrocene (0.07 g), sodium tert-butoxide (0.4 g) in 1,4-dioxane (10 mL) was stirred under an atmosphere of argon for 10 minutes. 1,1-dimethylethyl 4-[({[2-bromo-4-(1-methylethyl)phenyl]amino}carbonyl)amino]-1-piperidinecarboxylate D33 (2.7 g) was added and the mixture was heated to 90° C. The mixture was stirred at this temperature overnight. The mixture was poured into ethyl acetate which was washed with dilute sodium bicarbonate, brine and dried over sodium sulphate. The solvent was removed and the residue was chromatographed on silica gel eluted with ethyl acetate/hexane 0-50% to give the title compound as a solid. (0.723 g)
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08288413B2 |
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| Source dataset | uspto-grants-2012_10 |
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| ORD ID | ord-3e19aa4c88d84d2cbb3c8a492a3ba132 |
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| Source note | uspto-grants-2012_10 |
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