HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
Acetic Acid → 4-Chloro-7-(1-(tert-butoxycarbonyl)-5-[(2-morpholinoethyl)aminomethyl]indol-2-yl)isoindolinone
Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
|---|---|---|---|
| Edukt | Acetic Acid | HCID 176 | — |
| Edukt | Sodium Carbonate | HCID 10340 | — |
| Edukt | 2-Morpholinoethylamine | HCID 408285 | — |
| Edukt | Sodium triacetoxyborohydride | HCID 5049666 | — |
| Edukt | 4-Chloro-7-[1-(tert-butoxycarbonyl)-5-formylindol-2-yl]isoindolinone | HCID 86628227 | — |
| Lösungsmittel | Water | HCID 962 | — |
| Lösungsmittel | Acetonitrile | HCID 6342 | — |
| Produkt | 4-Chloro-7-(1-(tert-butoxycarbonyl)-5-[(2-morpholinoethyl)aminomethyl]indol-2-yl)isoindolinone | HCID 68492434 | 107,6% |
Reaktionsschritte
In a similar manner to Step 2 of Example 6, 4-chloro-7-[1-(tert-butoxycarbonyl)-5-formylindol-2-yl]isoindolinone (37.6 mg, 0.0915 mmol) was dissolved in acetonitrile (2 mL), and the solution was treated with 4-(2-aminoethyl)morpholine (0.048 mL, 0.37 mmol), acetic acid (0.105 mL, 1.83 mmol) and sodium triacetoxyborohydride (97 mg, 0.46 mmol). The reaction mixture was added with water and sodium carbonate, followed by extracting with ethyl acetate. The organic layer was washed with saturated brine and dried over anhydrous sodium sulfate and the solvent was evaporated under reduced pressure to obtain 4-chloro-7-(1-(tert-butoxycarbonyl)-5-[(2-morpholinoethyl)aminomethyl]indol-2-yl)isoindolinone (51.7 mg).
Herkunft & Nachweise
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patentnummer | US07745641B2 |
| Quelldatensatz | uspto-grants-2010_06 |
| ORD ID | ord-2217f9356c7c43edbda4070bb5dcad82 |
| Quellennotiz | uspto-grants-2010_06 |