Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Dimethylformamide | HCID 6228 | — |
| Reactant | p-Fluoronitrobenzene | HCID 9590 | — |
| Reactant | Potassium Carbonate | HCID 11430 | — |
| Reactant | Ammonium Chloride | HCID 25517 | — |
| Reactant | HCID 43317060 | HCID 43317060 | — |
| Product | HCID 66711828 | HCID 66711828 | 63.9% |
Reaction Steps
1-Methyl-4-piperidin-3-yl-piperazine (1.46 g, 7.96 mmol), 4-Fluoronitrobenzene (1.0 g, 7.2 mmol) and Potassium carbonate (2.50 g, 18.1 mmol) were dissolved in N,N-Dimethylformamide (50 mL, 600 mmol). The reaction mixture was then heated at 100° C. and was allowed to stir overnight. The reaction mixture was poured over saturated ammonium chloride and organics were extracted with dichloromethane/ethyl acetate. Combined extracts were then dried over sodium sulfate, filtered and reduced. The crude reaction mixture was then purified by Isco flash column chromatography (hexanes/ethyl acetate eluent). Combined fractions were reduced and dried under vacuum to afford 1.40 g of 1-Methyl-4-[1-(4-nitro-phenyl)-piperidin-3-yl]-piperazine.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08471005B2 |
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| Source dataset | uspto-grants-2013_06 |
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| ORD ID | ord-196dd22621e5485bbd3cff881808832b |
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| Source note | uspto-grants-2013_06 |
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