Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Potassium Carbonate | HCID 11430 | — |
| Reactant | (1-Benzyl-4-piperidyl)methanamine | HCID 1514444 | — |
| Reactant | 3-Chloro-1,2-benzoxazole | HCID 2779780 | — |
| Solvent | Dimethyl Sulfoxide | HCID 679 | — |
| Solvent | Ethyl Acetate | HCID 8857 | — |
| Product | HCID 9996198 | HCID 9996198 | 17% |
Reaction Steps
A mixture of 3-chloro-1,2-benzisoxazole (0.238 g, 1.55 mmol), 4-aminomethyl-1-phenylmethyl piperidine (0.316 g, 1.55 mmol), and K2CO3 (0.214 g, 1.55 mmol) in DMSO (10 mL) was heated at 150° C. for 20 hours. The cooled reaction mixture was diluted with EtOAc (75 mL) and poured over H2O (200 mL). The organic phase was separated and washed with brine, dried (MgSO4), filtered, and concentrated. The brown oil obtained was purified by silica gel flash chromatography (4% MeOH-CH2Cl2) to give the title compound (0.084 g, 17%) as pale yellow oil.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US05538984 |
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| Source dataset | uspto-grants-1996_07 |
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| ORD ID | ord-b2303cab63cb46108a49afd0323f2970 |
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| Source note | uspto-grants-1996_07 |
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