HuagongsheHuagongshe Chemistry Print Report · For research reference only
Ethoxyethylamine → N1-Ethyl-5-(2-(((2-ethoxyethyl)amino)carbonyl)amino-4-pyridyl)oxy-1H-1-indolecarboxamide
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Ethoxyethylamine | HCID 66970 | — |
| Reactant | Phenyl N-(4-(1-(ethylamino)carbonyl-1H-5-indolyl)oxy-2-pyridyl)carbamate | HCID 21949099 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | N1-Ethyl-5-(2-(((2-ethoxyethyl)amino)carbonyl)amino-4-pyridyl)oxy-1H-1-indolecarboxamide | HCID 10454295 | 100% |
Reaction Steps
Phenyl N-(4-(1-(ethylamino)carbonyl-1H-5-indolyl)oxy-2-pyridyl)carbamate (100 mg, 0.24 mmol) was dissolved in N,N-dimethylformamide (1.0 ml), and 2-ethoxyethylamine (0.063 ml, 0.6 mmol) was added while stirred at room temperature. After 1 hour, the reaction mixture was partitioned between ethyl acetate and water. The organic layer was washed with water and brine, and dried over anhydrous sodium sulfate. After the solvent was distilled off, the crystals were precipitated from ethyl acetate-hexane (1:5), filtered off, and dried under aeration to yield the title compound (100 mg, 0.24 mmol, quantitative) as white crystals.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07468380B2 |
| Source dataset | uspto-grants-2008_12 |
| ORD ID | ord-2cb5421565a14391bee86f6e958e0428 |
| Source note | uspto-grants-2008_12 |