Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Iodobenzene | HCID 11575 | — |
| Reactant | Potassium Phosphate, Tribasic | HCID 62657 | — |
| Reactant | HCID 68310884 | HCID 68310884 | — |
| Catalyst | Copper iodide | HCID 83717 | — |
| Solvent | 1,4-Dioxane | HCID 31275 | — |
| Product | HCID 71623195 | HCID 71623195 | 104.4% |
Reaction Steps
tert-Butyl ((R)-1-(naphthalen-1-yl)ethyl)((5-oxomorpholin-2-yl)methyl)carbamate (300 mg, 0.78 mmol) (Intermediate-9), iodobenzene (104 μL, 0.93 mmol), potassium phosphate (330 mg, 1.56 mmol), copper iodide (14.8 mg, 0.078 mmol) and N,N′-dimethylaminoethane (17 μL, 0.15 mmol) were added in 1,4-dioxane. The reaction mixture was heated to 110° C. and further stirred overnight at the same temperature. After reaction completion the reaction mixture was concentrated and the residue was purified through silica gel column chromatography (ethyl acetate/hexane=1/4) to obtain the title compound (375 mg) as an oil. m/z 461.08
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US09382216B2 |
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| Source dataset | uspto-grants-2016_07 |
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| ORD ID | ord-aa12bd29f44844b091a5d626a012ebfd |
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| Source note | uspto-grants-2016_07 |
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