HuagongsheHuagongshe Chemistry Print Report · For research reference only
Tri-o-tolylphosphine → HCID 18432761, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Tri-o-tolylphosphine | HCID 80271 | — |
| Reactant | Tert-butyl 4-(piperidine-4-carbonyl)piperazine-1-carboxylate | HCID 10803972 | — |
| Reactant | 3-Fluoro-4-Iodopyridine | HCID 10998636 | — |
| Reactant | Sodium t-butoxide | HCID 23676156 | — |
| Catalyst | Bis(dibenzylideneacetone)palladium | HCID 9811564 | — |
| Solvent | Diethyl Ether | HCID 3283 | — |
| Solvent | 1,4-Dioxane | HCID 31275 | — |
| Product | HCID 18432761 | HCID 18432761 | 35.6% |
Reaction Steps
To a suspension of 3-fluoro-4-iodopyridine (2.23 g), 1-(tert-butoxycarbonyl)-4-(piperidin-4-ylcarbonyl) piperazine (1.49 g) and sodium t-butoxide (1.06 g) in 1,4-dioxan (20 ml) was added tris(dibenzylidene acetone)dipalladium(0) (0.09 g) and tri-o-tolylphosphine (0.12 g) and the mixture heated at reflux for 3 hours. The mixture was diluted with diethyl ether and washed with saturated aqueous sodium chloride solution. dried (Na2SO4) and evaporated. The residue was purified by chromatography on alumina (N32-63) eluting with 0.4% methanol in dichloromethane to give as a solid, 1-(tert-butoxycarbonyl)-4-[1-(3-fluoro-4-pyridyl)piperidin-4-ylcarbonyl]piperazine (0.70 g).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06440972B1 |
| Source dataset | uspto-grants-2002_08 |
| ORD ID | ord-f7d5c3c7bd6647a3aea96ffe48a15aa7 |
| Source note | uspto-grants-2002_08 |