HuagongsheHuagongshe Chemistry Print Report · For research reference only
Oxalyl chloride → 1-(2-Nitro-4-{3-[2-(trifluoromethoxy)phenyl]-1,2,4-oxadiazol-5-YL}phenyl)piperidine
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Oxalyl chloride | HCID 65578 | — |
| Reactant | Diisopropylethylamine | HCID 81531 | — |
| Reactant | N'-hydroxy-2-(trifluoromethoxy)benzenecarboximidamide | HCID 2794708 | — |
| Reactant | 3-Nitro-4-(piperidin-1-yl)benzoic acid | HCID 2879765 | — |
| Product | 1-(2-Nitro-4-{3-[2-(trifluoromethoxy)phenyl]-1,2,4-oxadiazol-5-YL}phenyl)piperidine | HCID 25256386 | — |
Reaction Steps
Oxalyl chloride (71 μL; 0.84 mmol; 3 eq.), Intermediate 4 (70 mg; 0.28 mmol; 1 eq.), Intermediate 2 (62 mg; 0.28 mmol, 1 eq.) and DIEA (145 μL; 0.84 mmol; 3 eq.) were reacted according to general procedure 2. Purification by column chromatography (c-hexane/ethyl acetate, 80/20) followed by precipitation in n-pentane afforded the title compound as a yellow solid.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08889668B2 |
| Source dataset | uspto-grants-2014_11 |
| ORD ID | ord-a854176fbf5d4f0a902c3fd2c87ce9ce |
| Source note | uspto-grants-2014_11 |