HuagongsheHuagongshe Chemistry Print Report · For research reference only
3-[N-(Benzyloxycarbonyl)-N-methylaminomethyl)-1-benzyl-1H-indole → 1-benzyl-3-(methylaminomethyl)-1H-indole
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 3-[N-(Benzyloxycarbonyl)-N-methylaminomethyl)-1-benzyl-1H-indole | HCID 22139015 | — |
| Catalyst | Palladium hydroxide | HCID 9942167 | — |
| Solvent | Methanol | HCID 887 | — |
| Product | 1-benzyl-3-(methylaminomethyl)-1H-indole | HCID 12283876 | 86.8% |
Reaction Steps
3-[N-(Benzyloxycarbonyl)-N-methylaminomethyl]-1-benzyl-1H-indole (0.9 g, 2.3 mmole) was added to a suspension of Pearlman's catalyst (about 0.30 g) in MeOH at RT in a Parr flask. The reaction was placed under 50 p.s.i. of H2 and shaken for 5 hr. The mixture was filtered through Celite® and the filter pad was washed with MeOH. The filtrate was concentrated to afford the title compound (0.5 g, 86%) as a light yellow solid: MS (ES) m/e 251 (M+H)+.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07879872B2 |
| Source dataset | uspto-grants-2011_02 |
| ORD ID | ord-938c6314c46d497b90bd4052de7c9f1a |
| Source note | uspto-grants-2011_02 |