HuagongsheHuagongshe Chemistry Print Report · For research reference only
Potassium Iodide → (1S)-1-{2-[(2R)-4-(1,2-Dihydro-5-acenaphthylenyl)-2-methylpiperazinyl]ethyl}-3,4-dihydro-1H-2-benzopyran-6-carboxamide
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Potassium Iodide | HCID 4875 | — |
| Reactant | Potassium Carbonate | HCID 11430 | — |
| Reactant | (3R)-1-(1,2-Dihydro-5-acenaphthylenyl)-3-methylpiperazine | HCID 69307361 | — |
| Reactant | 2-[(1S)-6-(aminocarbonyl)-3,4-dihydro-1H-2-benzopyran-1-yl]ethyl methanesulfonate | HCID 86596012 | — |
| Solvent | Acetonitrile | HCID 6342 | — |
| Product | (1S)-1-{2-[(2R)-4-(1,2-Dihydro-5-acenaphthylenyl)-2-methylpiperazinyl]ethyl}-3,4-dihydro-1H-2-benzopyran-6-carboxamide | HCID 9890237 | — |
Reaction Steps
(3R)-1-(1,2-Dihydro-5-acenaphthylenyl)-3-methylpiperazine (0.138 g, 0.55 mmol), 2-[(1S)-6-(aminocarbonyl)-3,4-dihydro-1H-2-benzopyran-1-yl]ethyl methanesulfonate (0.15 g, 0.50 mmol), potassium carbonate (0.138 g, 1.0 mmol), potassium iodide (0.083 g, 1.0 mmol) and acetonitrile (50 mL) were heated under reflux for 1 day with stirring under nitrogen. After cooling to room temperature, the inorganics were filtered off and the solvent evaporated in vacuo. The crude product was purified by preparative LC-MS to give the title compound. M+H=456.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07335660B2 |
| Source dataset | uspto-grants-2008_02 |
| ORD ID | ord-ba32c0e3fb5344deb93548bd1d2e5125 |
| Source note | uspto-grants-2008_02 |