HuagongsheHuagongshe Chemistry Print Report · For research reference only
Tributylvinyltin → 1-[1-(Tert-butoxycarbonyl)piperidin-4-ylmethyl]-4-(5-vinyl-2-thiophenesulfonyl)-2-piperazinone
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Tributylvinyltin | HCID 81998 | — |
| Reactant | Lithium Chloride | HCID 433294 | — |
| Reactant | 4-(5-Bromo-2-thiophenesulfonyl)-1-[1-(tert-butoxycarbonyl)piperidin-4-ylmethyl]-2-piperazinone | HCID 23447570 | — |
| Solvent | 1,4-Dioxane | HCID 31275 | — |
| Product | 1-[1-(Tert-butoxycarbonyl)piperidin-4-ylmethyl]-4-(5-vinyl-2-thiophenesulfonyl)-2-piperazinone | HCID 23447363 | 116.3% |
Reaction Steps
A mixture of 4-(5-bromo-2-thiophenesulfonyl)-1-[1-(tert-butoxycarbonyl)piperidin-4-ylmethyl]-2-piperazinone (200 mg), vinyltributyltin (365 mg), lithium chloride (50 mg), tetrakistriphenylphosphine palladium (50 mg) and dioxane (15 ml) was refluxed for 2 hours. The reaction solution was concentrated, and the residue was purified with silica gel column chromatography (hexane: ethyl acetate=1:2) to give colorless solid of 1-[1-(tert-butoxycarbonyl)piperidin-4-ylmethyl]-4-(5-vinyl-2-thiophenesulfonyl)-2-piperazinone (209 mg).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06680312B2 |
| Source dataset | uspto-grants-2004_01 |
| ORD ID | ord-5a4873734c9f4d299705c1c8a75b5679 |
| Source note | uspto-grants-2004_01 |