Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Sodium Carbonate | HCID 10340 | — |
| Reactant | 4-Benzylpiperidine | HCID 31738 | — |
| Reactant | HCID 68596563 | HCID 68596563 | — |
| Solvent | Water | HCID 962 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | HCID 25119520 | HCID 25119520 | — |
Reaction Steps
To a stirred solution of the ethylurea-naphthyridine intermediate (44 mg, 0.17 mmol) in 2 mL of DMF was added 4-benzylpiperidine (44 mg, 0.25 mmol) and sodium carbonate (0.141 g, 1.33 mmol). The reaction mixture was heated at 50° C. for 48 hours. The mixture was diluted with water (10 mL), extracted with two 10 mL portions of dichloromethane, and washed with brine (10 mL). The organic layer was dried over sodium sulfate, and purified by silica gel chromatography eluting with a gradient of dichloromethane/MeOH/NH4OH to yield 18 mg (27%) of desired. LCMS (EI) m/z 404 (M+1).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08258301B2 |
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| Source dataset | uspto-grants-2012_09 |
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| ORD ID | ord-15c72590b24a4bdb8b01333cc797dfdd |
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| Source note | uspto-grants-2012_09 |
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