Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Tetrahydrofuran | HCID 8028 | — |
| Reactant | Cyclohexene | HCID 8079 | — |
| Reactant | 1-[2-(4-Methyl-1-piperazinyl)-6-nitrophenyl]ethanone | HCID 59454316 | — |
| Catalyst | Hydrochloric Acid | HCID 313 | — |
| Catalyst | Palladium | HCID 23938 | — |
| Solvent | Ethanol | HCID 702 | — |
| Product | HCID 59454338 | HCID 59454338 | 95% |
Reaction Steps
To a solution of 1-[2-(4-methyl-piperazin-1-yl)-6-nitro-phenyl]-ethanone (270 mg, 1.02 mmol) in a mixture (1:1:1.5:2.5) of cyclohexene:THF:H2O:EtOH (12 ml), Pd/C 10% (328 mg) and two drops of HCl 37% were added. The mixture was heated at 70° C. for 3 hours. The Pd was filtered from the reaction and the solvents were removed from the filtrate under reduced pressure. The crude was purified by flash chromatography (DCM/MeOH/7N NH3 in methanol 9:1:1), to give the final compound (225 mg, 95% yield) as orange oil. This was treated with HCl in dioxane, in order to obtain a more manageable solid.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08614220B2 |
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| Source dataset | uspto-grants-2013_12 |
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| ORD ID | ord-ae06d0dca36d475ca2fc3053e0203e62 |
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| Source note | uspto-grants-2013_12 |
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