HuagongsheHuagongshe Chemistry Print Report · For research reference only
2-tert-butyl-1-(2-hydroxyethyl)-5-nitro-1H-indole-4-carbonitrile → 5-amino-2-tert-butyl-1-(2-hydroxyethyl)-1H-indole-4-carbonitrile
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 2-tert-butyl-1-(2-hydroxyethyl)-5-nitro-1H-indole-4-carbonitrile | HCID 58183244 | — |
| Catalyst | Palladium | HCID 23938 | — |
| Solvent | Ethanol | HCID 702 | — |
| Product | 5-amino-2-tert-butyl-1-(2-hydroxyethyl)-1H-indole-4-carbonitrile | HCID 58183222 | 93% |
Reaction Steps
To a solution of 2-tert-butyl-1-(2-hydroxyethyl)-5-nitro-1H-indole-4-carbonitrile (180 mg, 0.63 mmol) in ethanol (6 mL) under N2 atmosphere was added Pd—C (5% wt, 18 mg). The reaction was flushed with N2 (g) and then with N2 (g) and stirred under H2 (atm) at room temperature for 1.5 hours. The reaction was filtered over Celite and concentrated to yield the product (150 mg, 93%). ESI-MS m/z calc. 257.2, found 258.5 (M+1)+. Retention time 1.26 minutes.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08575209B2 |
| Source dataset | uspto-grants-2013_11 |
| ORD ID | ord-938fdb8585434554a2d29ca1c8a77005 |
| Source note | uspto-grants-2013_11 |