Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Cyclohexene | HCID 8079 | — |
| Reactant | HCID 49832110 | HCID 49832110 | — |
| Catalyst | Palladium | HCID 23938 | — |
| Solvent | 1,4-Dioxane | HCID 31275 | — |
| Product | HCID 49832111 | HCID 49832111 | 39.5% |
Reaction Steps
To a suspension of 575 mg (1.41 mmol) of 7-nitro-3-phenyl-4-(3-piperidin-1-yl-propoxy)-2H-isoquinolin-1-one (cmpd. 35) in dioxane (15 mL), cyclohexene (5 mL, 49.4 mmol) and 250 mg of palladium on carbon (10 wt. % loading) were added and the mixture was heated at 100° C. under argon atmosphere for 3 hours. The mixture was cooled to room temperature and filtered through a celite pad, which was then washed with dioxane. The solvent was concentrated under reduced pressure and the resulting crude was purified by flash chromatography (eluant: dichloromethane/methanol/acetone/7N ammonia in methanol: 90/5/5/1) to afford 210 mg of the title compound (39%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08993594B2 |
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| Source dataset | uspto-grants-2015_03 |
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| ORD ID | ord-0b7714bff1c747dfa092ca30d1fe8aae |
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| Source note | uspto-grants-2015_03 |
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