HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
Cyclohexylamine → Rac-6-chloro-3-(3-chloro-benzyl)-3-cyclohexylamino-1,3-dihydro-indol-2-one
Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
|---|---|---|---|
| Edukt | Cyclohexylamine | HCID 7965 | — |
| Edukt | Diisopropylethylamine | HCID 81531 | — |
| Edukt | 3-Bromo-6-chloro-3-(3-chloro-benzyl)-1,3-dihydro-indol-2-one | HCID 57507273 | — |
| Lösungsmittel | Water | HCID 962 | — |
| Produkt | Rac-6-chloro-3-(3-chloro-benzyl)-3-cyclohexylamino-1,3-dihydro-indol-2-one | HCID 24950915 | 48,5% |
Reaktionsschritte
The mixture of rac-3-bromo-6-chloro-3-(3-chloro-benzyl)-1,3-dihydro-indol-2-one (100 mg, 0.27 mmol) (from example 1c supra), cyclohexylamine (40 mg, 0.41 mmol) and DIPEA (104.5 mg, 0.81 mmol) in dimethyl formide (2 mL) was stirred at room temperature for 2 h. Then water (10 mL) was added and the aqueous layer was extracted with ethyl acetate (3×10 mL). The combined organic layer was concentrated and the residue was purified by preparative HPLC to give 51 mg of rac-6-chloro-3-(3-chloro-benzyl)-3-cyclohexylamino-1,3-dihydro-indol-2-one as a white solid. MS: 389 (M+H)+.
Herkunft & Nachweise
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patentnummer | US08058269B2 |
| Quelldatensatz | uspto-grants-2011_11 |
| ORD ID | ord-2d1e6a938619493e979038dbeb924010 |
| Quellennotiz | uspto-grants-2011_11 |