HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
Water → 4-(Benzo[1,3]dioxol-5-yl)-7-[1-(tert-butoxycarbonyl)-5-(piperidinomethyl)indol-2-yl]isoindolinone
Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
|---|---|---|---|
| Edukt | Water | HCID 962 | — |
| Edukt | Potassium Carbonate | HCID 11430 | — |
| Edukt | (2H-1,3-benzodioxol-5-yl)boronic acid | HCID 2734371 | — |
| Edukt | 4-Trifluoromethanesulfonyloxy-7-(1-(tert-butoxycarbonyl)-5-(piperidinomethyl)indol-2-yl]isoindolinone | HCID 86628286 | — |
| Lösungsmittel | 1,2-Dimethoxyethane | HCID 8071 | — |
| Lösungsmittel | Chloroform methanol acetonitrile | HCID 86628289 | — |
| Produkt | 4-(Benzo[1,3]dioxol-5-yl)-7-[1-(tert-butoxycarbonyl)-5-(piperidinomethyl)indol-2-yl]isoindolinone | HCID 68489512 | 47% |
Reaktionsschritte
In a similar manner to Step 1 of Example 152, 4-trifluoromethanesulfonyloxy-7-[1-(tert-butoxycarbonyl)-5-(piperidinomethyl)indol-2-yl]isoindolinone (50.0 mg, 0.0842 mmol) was dissolved in dimethoxyethane (4 mL), and the solution was treated with 3,4-methylenedioxybenzeneboronic acid (70.0 mg, 0.421 mmol). [bis(diphenylphosphino)ferrocene]dichloropalladium (13.7 mg, 0.0168 mmol), potassium carbonate (116 mg, 0.842 mmol) and water (0.060 mL), followed by purification by preparative thin-layer chromatography (chloroform/methanol/acetonitrile=8/0.5/0.5 to 0.4/0.5/0.5) to obtain 4-(benzo[1,3]dioxol-5-yl)-7-[1-(tert-butoxycarbonyl)-5-(piperidinomethyl)indol-2-yl]isoindolinone (22.2 mg, yield 47%).
Herkunft & Nachweise
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patentnummer | US07745641B2 |
| Quelldatensatz | uspto-grants-2010_06 |
| ORD ID | ord-c5f29237513f4f30b616272ed3d873f2 |
| Quellennotiz | uspto-grants-2010_06 |