HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
(3-Cyanopropyl)triphenylphosphonium bromide → 5-[6-(1,3-Dioxo-1,3-dihydro-isoindol-2-ylmethyl)-quinolin-2-yl]-penta-4-ennitrile
Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
|---|---|---|---|
| Edukt | (3-Cyanopropyl)triphenylphosphonium bromide | HCID 3036619 | — |
| Edukt | 3-[6-(1,3-Dioxo-1,3-dihydro-isoindol-2-ylmethyl)-quinolin-2-yl]-propionitrile | HCID 21084402 | — |
| Edukt | LDA heptane | HCID 86599834 | — |
| Lösungsmittel | Tetrahydrofuran | HCID 8028 | — |
| Produkt | 5-[6-(1,3-Dioxo-1,3-dihydro-isoindol-2-ylmethyl)-quinolin-2-yl]-penta-4-ennitrile | HCID 66941848 | 75,9% |
Reaktionsschritte
The compound (675.0 mg) obtained in Example 123-1 was suspended in anhydrous THF (30 ml) and cooled with ice. Then, the suspension was added with a 2 mol/l lithium diisopropylamide/heptane solution (0.825 ml), followed by stirring at room temperature for 1 hour. Then, the solution was gradually added with a solution prepared by suspending the compound (327.9 mg) obtained in Example 119-7 in anhydrous THF (20 ml), followed by stirring at room temperature for 3 hours. After completion of the reaction, the solvent was distilled off and the residue was then purified through silica gel column chromatography (chloroform/ethyl acetate), thereby obtaining the subject compound (268.0 mg) as a yellow solid.
Herkunft & Nachweise
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patentnummer | US07176227B2 |
| Quelldatensatz | uspto-grants-2007_02 |
| ORD ID | ord-3f35a7569eac49428d37808066d592bb |
| Quellennotiz | uspto-grants-2007_02 |