HuagongsheHuagongshe Chemistry Print Report · For research reference only
Water → HCID 68106647, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Sodium hydride | HCID 24758 | — |
| Reactant | HCID 564639 | HCID 564639 | — |
| Reactant | HCID 76850210 | HCID 76850210 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | HCID 68106647 | HCID 68106647 | 50.3% |
Reaction Steps
Ethyl (diethylphosphoryl)acetate (471 mg) was dissolved in THF (15 ml), and NaH (98 mg) was added thereto, followed by stirring at room temperature for 30 minutes. A solution of tert-butyl 4-(5-formyl-3-methylpyridin-2-yl)piperazine-1-carboxylate (493 mg) in THF (5 ml) was added thereto, followed by stirring at room temperature for 3 hours. To the reaction mixture was added water, followed by extraction with CHCl3. The organic layer was dried over Na2SO4 and the solvent was concentrated under reduced pressure. The obtained residue was purified by silica gel column chromatography (CHCl3/MeOH) to obtain tert-butyl 4-{5-[(1E)-3-ethoxy-3-oxoprop-1-en-1-yl]-3-methylpyridin-2-yl}piperazine-1-carboxylate (305 mg).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08802679B2 |
| Source dataset | uspto-grants-2014_08 |
| ORD ID | ord-ecd69b752ea04f7abfc1df7fdbca6063 |
| Source note | uspto-grants-2014_08 |