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 refluxedfor2hours. The reaction solutionwas 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 | US06403595B1 |
| Source dataset | uspto-grants-2002_06 |
| ORD ID | ord-6ae568638c5a4997b32c43b753e080f9 |
| Source note | uspto-grants-2002_06 |