HuagongsheHuagongshe Chemistry Print Report · For research reference only
Lawesson's reagent → HCID 56650967, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Lawesson's reagent | HCID 87949 | — |
| Reactant | HCID 57489445 | HCID 57489445 | — |
| Solvent | Toluene | HCID 1140 | — |
| Product | HCID 56650967 | HCID 56650967 | 80% |
Reaction Steps
1-(3-(4-(5-(3,5-dichloro-4-fluorophenyl)-5-(trifluoromethyl)-4,5-dihydroisoxazol-3-yl)phenyl)-3-fluoroazetidin-1-yl)-2-methylpropan-1-one (500 mg, 1.9 mmol) was dissolved in toluene (35 mL). Lawesson's reagent (790 mg, 1.9 mmol) was added and the reaction mixture was heated to reflux for 2 hours, then cooled to room temperature and allowed to stir overnight. The reaction mixture was filtered and the filtrate was concentrated under vacuum. The crude residue from the filtrate was chromatographed (40 g Redi-Sep column) eluting from 100% heptane to 25:75 EtOAc:heptane to afford the product (415 mg, 80%) as a solid. 1HNMR (CDCl3): 7.77 (2H), 7.61 (2H), 7.54 (2H), 4.68 (4H), 4.12 (1H), 3.72 (1H), 2.88 (1H), 1.28 (6H); m/z (Cl) 537 ([M+H]+.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08415310B2 |
| Source dataset | uspto-grants-2013_04 |
| ORD ID | ord-f0e5c272729a4230b6fd85c85b1da247 |
| Source note | uspto-grants-2013_04 |