HuagongsheHuagongshe Chemistry Print Report · For research reference only
Potassium Carbonate → N-[2,3-Epoxypropyl)-4-(6fluoro-1,2-benzisoxazol-3-yl)piperidine fumarate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Potassium Carbonate | HCID 11430 | — |
| Reactant | Epibromohydrin | HCID 18430 | — |
| Reactant | 3-(4-Piperidyl)-6-fluoro-1,2-benzisoxazole | HCID 849421 | — |
| Solvent | Acetonitrile | HCID 6342 | — |
| Product | N-[2,3-Epoxypropyl)-4-(6fluoro-1,2-benzisoxazol-3-yl)piperidine fumarate | HCID 18467317 | 33.3% |
Reaction Steps
A mixture of 4-(6-fluoro-1,2-benzisoxazol-3-yl)piperidine (11 g, 50 mmol), K2CO3 (7.5 g, 54 mmol) and epibromohydrin (9 g, 54 mmol) in acetonitrile (150 ml) was heated at reflux for 16 hours. The mixture was filtered and concentrated to dryness. The crude product was purified by flash chromatography (SiO2, 180 g, eluted with methylene chloride (DCM), and 1-2% CH3OH in DCM). The material thus purified as off-white solids weighed 8.7 g (63%). This material (3 g) was converted to fumarate salt in ethanol and isopropyl ether to give 3.27 g of white crystals, m.p.=145°-147° C.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US05624927 |
| Source dataset | uspto-grants-1997_04 |
| ORD ID | ord-d4b10016c9044d4a80e08540268be8f4 |
| Source note | uspto-grants-1997_04 |