HuagongsheHuagongshe Chemistry Print Report · For research reference only
5,6-dimethoxy-1-(2-(4-nitro-1H-pyrazol-1-yl)ethyl)indoline → 1-(2-(5,6-dimethoxyindolin-1-yl)ethyl)-1H-pyrazol-4-amine
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 5,6-dimethoxy-1-(2-(4-nitro-1H-pyrazol-1-yl)ethyl)indoline | HCID 68283452 | — |
| Catalyst | Adams' catalyst | HCID 345198 | — |
| Solvent | Ethanol | HCID 702 | — |
| Solvent | Methanol | HCID 887 | — |
| Product | 1-(2-(5,6-dimethoxyindolin-1-yl)ethyl)-1H-pyrazol-4-amine | HCID 68282778 | — |
Reaction Steps
To a solution of 5,6-dimethoxy-1-(2-(4-nitro-1H-pyrazol-1-yl)ethyl)indoline (1.53 g, 4.81 mmol) in MeOH (50 mL), PtO2 (200 mg, 0.88 mmol) was added and the reaction mixture was stirred at rt under a H2-atmosphere for 1 h. The mixture was diluted with EtOH, filtered over celite and the filter cake was rinsed with MeOH. The filtrate was concentrated under reduced pressure to obtain 1-(2-(5,6-dimethoxyindolin-1-yl)ethyl)-1H-pyrazol-4-amine as a brown oil, which was used in the next step without further purification. LC-MS conditions B: tR=0.38 min, [M+H]+=289.18.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09303023B2 |
| Source dataset | uspto-grants-2016_04 |
| ORD ID | ord-2f49e3290d7e4904989bf2634b316758 |
| Source note | uspto-grants-2016_04 |