HuagongsheHuagongshe Chemistry Print Report · For research reference only
Diisopropylethylamine → 1-(But-3-yn-1-yl)-4-(pyridin-2-yl)piperazine
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Diisopropylethylamine | HCID 81531 | — |
| Reactant | 1-(2-Pyridyl)piperazine | HCID 94459 | — |
| Reactant | 3-Butynyl p-toluenesulfonate | HCID 272020 | — |
| Solvent | 1,2-Dichloroethane | HCID 11 | — |
| Product | 1-(But-3-yn-1-yl)-4-(pyridin-2-yl)piperazine | HCID 19735254 | 48.4% |
Reaction Steps
A solution of but-3-ynyl 4-methylbenzenesulfonate (1.27 g), 1-(pyridin-2-yl)piperazine (1.17 g) and diisoproylethylamine (1.37 mL) in 1,2-dichloroethane (7 mL) was heated to reflux overnight. The mixture was concentrated, diluted with sat. aq. NaHCO3 (5 mL) and extracted with DCM (2×50 mL). Drying (Na2SO4) and silica gel flash chromatography (EtOAc/hexane 1:1→1:0) afforded 1-(but-3-ynyl)-4-(pyridin-2-yl)piperazine (0.59 g)
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08093229B2 |
| Source dataset | uspto-grants-2012_01 |
| ORD ID | ord-369eccddfa7546029531f5cd485b6c7d |
| Source note | uspto-grants-2012_01 |