HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
t-Butyl 5-nitroindole-2-carboxylate → Tert-butyl 5-amino-1H-indole-2-carboxylate
Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
|---|---|---|---|
| Edukt | t-Butyl 5-nitroindole-2-carboxylate | HCID 10801431 | — |
| Katalysator | Palladium | HCID 23938 | — |
| Lösungsmittel | MeOH tetrahydrofuran | HCID 21899815 | — |
| Produkt | Tert-butyl 5-amino-1H-indole-2-carboxylate | HCID 10633339 | 97% |
Reaktionsschritte
A 500 mL Par hydrogenation bottle was charged with compound 10 (5.80 g, 22.14 mmol), 10% Pd/C (0.6 g) and methanol/THF (150 mL, 1:4 v/v), and purged with hydrogen. The reaction mixture was shaken with 50 psi H2 over night. The catalyst was removed by filtration and the solvent was evaporated to give 4.98 g (97% yield) of the title compound 11 as brown solid. 1H NMR (DMSO), 11.42 (s, 1H), 7.18 (d, 1H, J=8.3 Hz), 6.83 (s, 1H), 6.71 (s, 1H), 6.67 (d, 1H, J=8.4 Hz), 1.62 (s, 9H). This product is unstable and therefore it was immediately used in the following step.
Herkunft & Nachweise
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patentnummer | US06586618B1 |
| Quelldatensatz | uspto-grants-2003_07 |
| ORD ID | ord-277453ed96474abcab97a6045c483b4e |
| Quellennotiz | uspto-grants-2003_07 |