Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Piperidine | HCID 8082 | — |
| Reactant | HCID 3099024 | HCID 3099024 | — |
| Reactant | Bicyclo[2.2.1]hept-1-ene | HCID 13129031 | — |
| Catalyst | HCID 178419050 | HCID 178419050 | — |
| Solvent | Formic Acid | HCID 284 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Solvent | Ethyl Acetate | HCID 8857 | — |
| Product | HCID 23363903 | HCID 23363903 | 60% |
Reaction Steps
5'-Iodo-spiro[1,3-dioxolane-2,3'-[3H]indol]-2'(1'H)-one (3.5 g), bicyclo[2.2.1]heptene (1.15 g), piperidine (3.2 g) and bis(triphenylphosphine)palladium (II) acetate (0.35 g) in DMF (5 ml) and formic acid (1.1 ml) were heated and stirred under nitrogen at 60° C. for 1 hour. The mixture was cooled, water (50 ml) and ethyl acetate (50 ml) were added, and after 5 minutes the organic layer was separated, washed, dried and evaporated to dryness. The residue was purified by flash chromatography to yield the title compound (60%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US05585378 |
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| Source dataset | uspto-grants-1996_12 |
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| ORD ID | ord-4948956204e14d6c81bfa60e1736dc9d |
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| Source note | uspto-grants-1996_12 |
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