HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
Acetic Acid → 4-Methanesulfonyloxy-5-methoxy-7-[1-(tert-butoxycarbonyl)-5-(2-methoxyethylaminomethyl)indol-2-yl]isoindolinone
Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
|---|---|---|---|
| Edukt | Acetic Acid | HCID 176 | — |
| Edukt | 2-Methoxyethylamine | HCID 8018 | — |
| Edukt | Sodium triacetoxyborohydride | HCID 5049666 | — |
| Edukt | 4-Methanesulfonyloxy-5-methoxy-7-[1-(tert-butoxycarbonyl)-5-formylindol-2-yl]isoindolinone | HCID 86628301 | — |
| Lösungsmittel | Acetonitrile | HCID 6342 | — |
| Produkt | 4-Methanesulfonyloxy-5-methoxy-7-[1-(tert-butoxycarbonyl)-5-(2-methoxyethylaminomethyl)indol-2-yl]isoindolinone | HCID 86628302 | 56% |
Reaktionsschritte
In a similar manner to Step 2 of Example 6, 4-methanesulfonyloxy-5-methoxy-7-[1-(tert-butoxycarbonyl)-5-formylindol-2-yl]isoindolinone (1.02 g, 2.66 mmol) was dissolved in acetonitrile (13.0 mL), and the solution was treated with 2-methoxyethylamine (3.47 mL, 39.9 mmol), acetic acid (2.28 mL, 13.3 mmol) and sodium triacetoxyborohydride (2.82 g, 39.9 mmol), followed by purification by flash column chromatography (chloroform/methanol=4/1) to obtain 4-methanesulfonyloxy-5-methoxy-7-[1-(tert-butoxycarbonyl)-5-(2-methoxyethylaminomethyl)indol-2-yl]isoindolinone (0.83 g, 56%).
Herkunft & Nachweise
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patentnummer | US07745641B2 |
| Quelldatensatz | uspto-grants-2010_06 |
| ORD ID | ord-d8f3145e7f92484192ca2992d75aa378 |
| Quellennotiz | uspto-grants-2010_06 |