HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
Sodium borohydride → (+/-)2-(3-Azabicyclo[3.1.0]hex-3-yl)-2-methyl-1-phenyl-1-propanamine
Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
|---|---|---|---|
| Edukt | Sodium borohydride | HCID 4311764 | — |
| Edukt | {1-[Amino(phenyl)methyl]cyclopentyl}dimethylamine | HCID 11521393 | — |
| Edukt | 2-(3-Azabicyclo[3.1.0]hex-3-yl)-2-methylpropanenitrile | HCID 59347847 | — |
| Edukt | HCID 178506676 | HCID 178506676 | — |
| Lösungsmittel | Methanol | HCID 887 | — |
| Lösungsmittel | Tetrahydrofuran | HCID 8028 | — |
| Lösungsmittel | Butyl ether | HCID 8909 | — |
| Produkt | (+/-)2-(3-Azabicyclo[3.1.0]hex-3-yl)-2-methyl-1-phenyl-1-propanamine | HCID 59347818 | 44% |
Reaktionsschritte
The title compound (393 mg, 44%) was prepared from 2-(3-azabicyclo[3.1.0]hex-3-yl)-2-methylpropanenitrile D15 (583 mg, 3.9 mmol), and phenyllithium in dibutylether (2.15 ml of a 2.0M solution; 4.3 mmol) in THF (7 ml), followed by reaction with sodium borohydride (445 mg, 11.7 mmol) in methanol (10 ml) in a similar manner to that described in D2. 1H NMR (CDCl3) δ: 0.38 (1H, m), 0.66 (1H, m), 0.74 (3H, s), 0.93 (3H, s), 1.30-1.40 (2H, m), 1.74 (2H, bs), 2.67 (2H, m), 2.91 (2H, t, J=8 Hz), 4.03 (1H, s), 7.20-7.30 (3H, m), 7.38 (2H, m).
Herkunft & Nachweise
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patentnummer | US07745642B2 |
| Quelldatensatz | uspto-grants-2010_06 |
| ORD ID | ord-4bf2fb03e43e4c53a873d58806566f7a |
| Quellennotiz | uspto-grants-2010_06 |