HuagongsheHuagongshe Chemistry Print Report · For research reference only
Potassium Carbonate → {3-(3-Ethoxy-1,2,4-oxadiazol-5-yl)-5-[3-fluoro-4-(trifluoromethoxy)phenyl]piperidin-1-yl}(3-hydroxyazetidin-1-yl)methanone
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Potassium Carbonate | HCID 11430 | — |
| Reactant | 3-Hydroxyazetidine hydrochloride | HCID 2759290 | — |
| Reactant | 4-Nitrophenyl 3-(3-ethoxy-1,2,4-oxadiazol-5-yl)-5-[3-fluoro-4-(trifluoromethoxy)phenyl]-piperidine-1-carboxylate | HCID 58116547 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | {3-(3-Ethoxy-1,2,4-oxadiazol-5-yl)-5-[3-fluoro-4-(trifluoromethoxy)phenyl]piperidin-1-yl}(3-hydroxyazetidin-1-yl)methanone | HCID 58116512 | — |
Reaction Steps
145 mg (0.23 mmol) of the compound from Example 65A, 76 mg (0.68 mmol) of 3-hydroxyazetidine hydrochloride and 62 mg (0.45 mmol) of potassium carbonate were initially charged in 4.5 ml of DMF and reacted in the microwave at 150° C. for 15 minutes. The reaction mixture was purified by means of preparative HPLC. Yield: 41 mg (36% of theory)
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08084469B2 |
| Source dataset | uspto-grants-2011_12 |
| ORD ID | ord-2d0367b15449401ca8c7d6e00a455481 |
| Source note | uspto-grants-2011_12 |