HuagongsheHuagongshe Chemistry Print Report · For research reference only
Bis(trifluoroacetoxy)iodobenzene → (S)-tert-Butyl 2-(4-(5-(4-fluorophenyl)-1,3,4-oxadiazol-2-yl)phenyl)morpholine-4-carboxylate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Bis(trifluoroacetoxy)iodobenzene | HCID 102317 | — |
| Reactant | (S)-tert-Butyl 2-(4-((2-(4-fluorobenzoyl)hydrazono)methyl)phenyl)morpholine-4-carboxylate | HCID 89689421 | — |
| Solvent | Chloroform | HCID 6212 | — |
| Product | (S)-tert-Butyl 2-(4-(5-(4-fluorophenyl)-1,3,4-oxadiazol-2-yl)phenyl)morpholine-4-carboxylate | HCID 131733928 | 66% |
Reaction Steps
[Bis(trifluoroacetoxy)iodo]benzene (90.5 mg, 0.211 mmol) was dissolved in chloroform (5 ml), then (S)-tert-butyl 2-(4-((2-(4-fluorobenzoyl)hydrazono)methyl)phenyl)morpholine-4-carboxylate (75 mg, 0.175 mmol) was added and the mixture was stirred at room temperature for 20 min. The solvent was evaporated and the residue was purified by flash chromatography (10 g silica gel, 10 to 20% ethyl acetate in heptane) to yield a white solid (49 mg, 66%). MS (ISP): 370.1 ([M-tBu+H]+), 426.1 ([M+H]+).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09181230B2 |
| Source dataset | uspto-grants-2015_11 |
| ORD ID | ord-db51ece51e8949adb7c6301da7e05661 |
| Source note | uspto-grants-2015_11 |