Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Dimethylformamide | HCID 6228 | — |
| Reactant | Trifluoroacetic acid | HCID 6422 | — |
| Reactant | Potassium Carbonate | HCID 11430 | — |
| Reactant | 5-Fluoro-2-nitroanisole | HCID 2779250 | — |
| Reactant | HCID 66710995 | HCID 66710995 | — |
| Reactant | HCID 66711201 | HCID 66711201 | — |
| Product | HCID 66711099 | HCID 66711099 | — |
Reaction Steps
4-[1-(3-Methoxy-4-nitro-phenyl)-piperidin-3-yl]-piperazine-1-carboxylic acid benzyl ester: To a mixture of 4-piperidin-3-yl-piperazine-1-carboxylic acid benzyl ester, compound with trifluoro-acetic acid (10.0 g, 24.0 mmol) and potassium carbonate (8.3 g, 6.0 mmol) in DMF (100 mL) was added 4-fluoro-2-methoxy-1-nitro-benzene (4.1 g, 24 mmol) with stirring. The mixture was heated at 60° C. for 18 hours. The solvent was removed on the rotovap and the residue was partitioned between dichloromethane and water, the organic phase was washed with sat'd aq. sodium bicarbonate and brine, dried over anhydrous magnesium sulfate, filtered and concentrated. Flash chromatography over silica gel provided 9.2 g of the title compound. MS=455 (M+1).
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-2aba6a566e474b30ba5a4812a21ebd9a |
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| Source note | uspto-grants-2013_06 |
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