HuagongsheHuagongshe Chemistry Print Report · For research reference only
Dichloromethane → HCID 58941813, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Dichloromethane | HCID 6344 | — |
| Reactant | Triacetoxyperiodinane | HCID 159087 | — |
| Reactant | N-(3-chloro-4-fluorophenyl)-4-(hydroxymethyl)-1,2,5-oxadiazole-3-carboxamide | HCID 58941855 | — |
| Solvent | Sodium Bicarbonate | HCID 516892 | — |
| Product | HCID 58941813 | HCID 58941813 | 89% |
Reaction Steps
A solution of N-(3-chloro-4-fluorophenyl)-4-(hydroxymethyl)-1,2,5-oxadiazole-3-carbo x-amide (8.50 g, 31.3 mmol), Dess-Martin periodinane (14.6 g, 34.4 mmol) and DCM (400 mL) was stirred at 25° C. for 3 h. The reaction was diluted with a saturated sodium bicarbonate solution and extracted with ethyl acetate three times, dried with sodium sulfate, filtered, and concentrated in vacuo. The crude residue was purified by flash column chromatography to yield the desired product (7.50 g, 89%). LCMS for C10H6ClFN3O3(M+H)+: m/z=270.0.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08951536B2 |
| Source dataset | uspto-grants-2015_02 |
| ORD ID | ord-5693d700a398409c83d0bb392b8bd0cc |
| Source note | uspto-grants-2015_02 |