HuagongsheHuagongshe Chemistry Print Report · For research reference only
Pyridine → HCID 58758456, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Pyridine | HCID 1049 | — |
| Reactant | Dimethylformamide | HCID 6228 | — |
| Reactant | Succinic anhydride | HCID 7922 | — |
| Reactant | (5R)-3-(3-Fluoro-4-{6-[(5S)-5-(hydroxymethyl)-4,5-dihydroisoxazol-3-yl]pyridin-3-yl}phenyl)-5-(1H-1,2,3-triazol-1-ylmethyl)-1,3-oxazolidin-2-one | HCID 9932836 | — |
| Catalyst | 4-(Dimethylamino)pyridine | HCID 14284 | — |
| Solvent | Diethyl Ether | HCID 3283 | — |
| Product | HCID 58758456 | HCID 58758456 | 71.1% |
Reaction Steps
(5R)-3-(3-Fluoro-4-{6-[(5S)-5-(hydroxymethyl)-4,5-dihydroisoxazol-3-yl]pyridin-3-yl}phenyl)-5-(1H-1,2,3-triazol-1-ylmethyl)-1,3-oxazolidin-2-one (Example 1: 150 mg, 0.342 mmol), dihydrofuran-2,5-dione (83 mg, 0.83 mmol), and 4-dimethylaminopyridine (10.5 mg, 0.09 mmol) were added to DMF (2.5 ml) and pyridine (0.5 ml). The reaction was allowed to stir overnight at room temperature followed by addition to Et2O (100 ml). The precipitate was collected by filtration and washed with additional Et2O (2×20 ml). The precipitate was then suspended in CH2Cl2 (20 ml) and the precipitate was collected by filtration and then washed with additional CH2Cl2 (2×20 ml) to yield the product as a white solid (131 mg).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07192974B2 |
| Source dataset | uspto-grants-2007_03 |
| ORD ID | ord-d8d5f6909a9d42dca945fc4afe484978 |
| Source note | uspto-grants-2007_03 |