HuagongsheHuagongshe Chemistry Print Report · For research reference only
Nitroethane → 2,2-Dimethylpropyl 4-[4-(3-methyl-1,2,4-oxadiazol-5-yl)pyridin-2-yl]-1-piperazinecarboxylate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Nitroethane | HCID 6587 | — |
| Reactant | Phenyl isocyanate | HCID 7672 | — |
| Reactant | 2,2-Dimethylpropyl 4-(4-cyanopyridin-2-yl)-1-piperazinecarboxylate | HCID 11992419 | — |
| Catalyst | Triethylamine | HCID 8471 | — |
| Solvent | Toluene | HCID 1140 | — |
| Product | 2,2-Dimethylpropyl 4-[4-(3-methyl-1,2,4-oxadiazol-5-yl)pyridin-2-yl]-1-piperazinecarboxylate | HCID 11992807 | 31.9% |
Reaction Steps
2,2-Dimethylpropyl 4-(4-cyanopyridin-2-yl)piperazine-1-carboxylate (301 mg) obtained in Example 2 was dissolved in toluene (5 mL), and nitroethane (82.6 mg), triethylamine (one drop) and phenyl isocyanate (0.238 mL) were added thereto, stirred at room temperature for 1 hour, and then heated under reflux for 2 hours. The reaction liquid was filtered, the filtrate was evaporated, and the resulting residue was isolated and purified through thin-layer silica gel chromatography (hexane/ethyl acetate=1/1) to obtain 114 mg of the entitled compound as a yellow solid.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08101618B2 |
| Source dataset | uspto-grants-2012_01 |
| ORD ID | ord-17f698e71b6b4f70aa5b793df8651c1a |
| Source note | uspto-grants-2012_01 |