HuagongsheHuagongshe Chemistry Print Report · For research reference only
Diisopropylethylamine → 1-(Pent-4-ynyl)-4-(pyridin-2-yl)piperazine
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Diisopropylethylamine | HCID 81531 | — |
| Reactant | 1-(2-Pyridyl)piperazine | HCID 94459 | — |
| Reactant | Pent-4-yn-1-yl methanesulfonate | HCID 12476209 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | 1-(Pent-4-ynyl)-4-(pyridin-2-yl)piperazine | HCID 86608226 | 71.2% |
Reaction Steps
A solution of pent-4-ynyl methanesulfonate (1.05 g), 1-(pyridin-2-yl)piperazine (1.02 g) and diisoproylethylamine (1.2 mL) in THF (5 mL) was heated to reflux overnight. The mixture was concentrated, diluted with aq. NaOH 2M (10 mL) and extracted with DCM (2×50 mL). Drying (Na2SO4) and silica gel flash chromatography (EtOAc/hexane 2:1→2:0) afforded 1-(pent-4-ynyl)-4-(pyridin-2-yl)piperazine (1.02 g).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07544672B2 |
| Source dataset | uspto-grants-2009_06 |
| ORD ID | ord-f5871390d0b24938bc871753e3cf0295 |
| Source note | uspto-grants-2009_06 |