HuagongsheHuagongshe Chemistry Print Report · For research reference only
N-bromobutanimide → HCID 57634238, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | N-bromobutanimide | HCID 67184 | — |
| Reactant | 3'-(1,3-Thiazol-2-yl)-2'H-spiro[4-azabicyclo[2.2.2]octane-2,5'-[1,3]oxazolidin]-2'-one | HCID 57634233 | — |
| Solvent | Chloroform | HCID 6212 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | HCID 57634238 | HCID 57634238 | 46.8% |
Reaction Steps
A solution containing 3′-(thiazol-2-yl)spiro[1-azabicyclo[2.2.2]octan-3,5′-oxazolidin]-2′-one (2.80 g, 10.55 mmol) and N-bromosuccinimide (3.90 g, 21.86 mmole) in N,N-dimethylformamide (15 mL) were stirred at RT overnight. The mixture was diluted with chloroform, washed with saturated aqueous potassium carbonate and then with brine, dried through magnesium sulfate, and then the solvent was evaporated. The residue was purified by flash chromatography using a gradient of ammoniated methanol in chloroform to give the title compound as a pale solid (1.70 g), m/z 343, 345 (MH+).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07514567B2 |
| Source dataset | uspto-grants-2009_04 |
| ORD ID | ord-542382f54e8c44d985f481df8ef91b7e |
| Source note | uspto-grants-2009_04 |