HuagongsheHuagongshe Chemistry Print Report · For research reference only
Ethanol → (R)-5-Methyl-3-[(pyrrolidin-2-yl)carbonyl]-1H-indole
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Ethanol | HCID 702 | — |
| Reactant | 5-Methylindole | HCID 11978 | — |
| Catalyst | Palladium | HCID 23938 | — |
| Solvent | Ethyl Acetate | HCID 8857 | — |
| Product | Ammonia | HCID 222 | — |
| Product | (R)-5-Methyl-3-[(pyrrolidin-2-yl)carbonyl]-1H-indole | HCID 54138762 | 15% |
Reaction Steps
To a stirred solution of (R)-3-[(N-benzyloxycarbonylpyrrolidin-2-yl)carbonyl)]-5-methyl-1H-indole (Example 5b) in EtOAc (10 mL) was added EtOH (10 mL) and Pd/C (1.3 g). The reaction mixture was stirred at room temperature under a hydrogen atmosphere until the starting material was consumed. At this time, the reaction mixture was filtered through celite and the solvent was evaporated. The crude product was purified by column chromatography (4:1 CHCl3 : NH3 (2M in MeOH) to yield the title compound (121.5 mg, 15%) as a white solid (mp 194-196° C.).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US05998462 |
| Source dataset | uspto-grants-1999_12 |
| ORD ID | ord-d62deb98251646318f3c6835cfcebfff |
| Source note | uspto-grants-1999_12 |