HuagongsheHuagongshe Chemistry Print Report · For research reference only
Water → N1-Phenyl-5-[(2-amino-4-pyridyl)oxy]-1H-1-indolecarboxamide
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Phenyl isocyanate | HCID 7672 | — |
| Reactant | Sodium hydride | HCID 24758 | — |
| Reactant | 4-(1H-5-indolyloxy)-2-pyridinamine | HCID 21949365 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | N1-Phenyl-5-[(2-amino-4-pyridyl)oxy]-1H-1-indolecarboxamide | HCID 21949159 | 74.1% |
Reaction Steps
After adding 28 mg of sodium hydride (60% in oil) to a solution of 3.0 g of 5-[(2-amino-4-pyridyl)oxy]-1H-indole in dimethylformamide at room temperature and stirring the mixture for 5 minutes, 1.6 g of phenyl isocyanate was added and the mixture was stirred for 20 minutes. Water was added, extraction was performed with ethyl acetate and the organic layer was washed with water, and then silica gel was added and the solvent was distilled off under reduced pressure. The silica gel was charged into a dry column packed with silica gel and purified by column chromatography (ethyl acetate), to obtain 3.4 g of a colorless powder.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08372981B2 |
| Source dataset | uspto-grants-2013_02 |
| ORD ID | ord-4318ad9d03ec412db15b179a5d758d1a |
| Source note | uspto-grants-2013_02 |