HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
Acetic Acid → 4-methanesulfonyloxy-5-methoxy-7-[1-(tert-butoxycarbonyl)-5-[N-(2-methoxyethyl)methylaminomethyl]indol-2-yl]isoindolinone
Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
|---|---|---|---|
| Edukt | Acetic Acid | HCID 176 | — |
| Edukt | (2-Methoxyethyl)(methyl)amine | HCID 300977 | — |
| 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-[N-(2-methoxyethyl)methylaminomethyl]indol-2-yl]isoindolinone | HCID 86628335 | 60% |
Reaktionsschritte
In a similar manner to Step 2 of Example 6, 4-methanesulfonyloxy-5-methoxy-7-[1-(tert-butoxycarbonyl)-5-formylindol-2-yl]isoindolinone (856 mg, 1.71 mmol) was dissolved in acetonitrile (17.0 mL), and the solution was treated with (2-methoxyethyl)methylamine (2.76 mL, 25.7 mmol), acetic acid (1.47 mL, 25.7 mmol) and sodium triacetoxyborohydride (1.81 g, 8.56 mmol), followed by purification by flash column chromatography (chloroform/methanol=4/1) to obtain 4-methanesulfonyloxy-5-methoxy-7-[1-(tert-butoxycarbonyl)-5-[N-(2-methoxyethyl)methylaminomethyl]indol-2-yl]isoindolinone (586 mg, 60%).
Herkunft & Nachweise
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patentnummer | US07745641B2 |
| Quelldatensatz | uspto-grants-2010_06 |
| ORD ID | ord-052f6ee7314f49b880d98e5af242cf98 |
| Quellennotiz | uspto-grants-2010_06 |