HuagongsheHuagongshe Chemistry Print Report · For research reference only
2-tert-butyl-3-(2,2-dimethoxy-ethyl)-6-nitro-1H-indole → 2-tert-butyl-3-(2,2-dimethoxy-ethyl)-1H-indol-6-ylamine
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 2-tert-butyl-3-(2,2-dimethoxy-ethyl)-6-nitro-1H-indole | HCID 57899234 | — |
| Catalyst | Palladium hydroxide | HCID 9942167 | — |
| Solvent | Methanol | HCID 887 | — |
| Product | 2-tert-butyl-3-(2,2-dimethoxy-ethyl)-1H-indol-6-ylamine | HCID 57899305 | 63% |
Reaction Steps
To a solution of 2-tert-butyl-3-(2,2-dimethoxy-ethyl)-6-nitro-1H-indole (611 mg, 2 mmol) in methanol was added palladium hydroxide on carbon (100 mg). The flask was evacuated and purged with hydrogen gas three times. The reaction was stirred under hydrogen for 16 h and filtered through a pad of Celite, which was rinsed with methanol. The organic solution was combined and concentrated in vacuo and the residue was purified via flash chromatography to give the desired product (347 mg, 63% yield).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07943652B2 |
| Source dataset | uspto-grants-2011_05 |
| ORD ID | ord-73ef7a239dfd48a5867ba7dd3a26f593 |
| Source note | uspto-grants-2011_05 |