HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 387827Generated: October 27, 2026
Water → N1-cyclopropyl-5-((2-amino-4-pyridyl)oxy)-1H-1-indolecarboxamide
https://huagongshe.com/reaction/387827
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Sodium hydride | HCID 24758 | — |
| Reactant | Phenyl cyclopropylcarbamate | HCID 13648483 | — |
| Reactant | 4-(1H-5-indolyloxy)-2-pyridinamine | HCID 21949365 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | N1-cyclopropyl-5-((2-amino-4-pyridyl)oxy)-1H-1-indolecarboxamide | HCID 21949236 | 1,168.8% |
Reaction Steps
After adding 28 mg of sodium hydride (60% in oil) to a solution of 150 mg of 5-[(2-amino-4-pyridyl)oxy]-1H-indole in dimethylformamide at room temperature and stirring for 5 minutes, the mixture was cooled to 0° C., 124 mg of phenyl N-cyclopropylcarbamate was added and the mixture was further stirred for 30 minutes. Water was added, extraction was performed with ethyl acetate, the organic layer was washed 3 times with water and once with ammonium chloride 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 purification was performed by column chromatography (hexane:ethyl acetate=1:1, followed by ethyl acetate), to obtain 2.4 g of a colorless powder.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08372981B2 |
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| Source dataset | uspto-grants-2013_02 |
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| ORD ID | ord-64f1e599f0124527aebf5fd2afb0f077 |
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| Source note | uspto-grants-2013_02 |
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