HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1427015Generated: October 26, 2026
Water → 4-((6-Ethoxy-1H-indol-5-yl)oxy)pyridin-2-amine
https://huagongshe.com/reaction/1427015
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Ethyl Acetate | HCID 8857 | — |
| Reactant | Sodium Hydroxide | HCID 14798 | — |
| Reactant | N-(4-((6-Ethoxy-1H-indol-5-yl)oxy)pyridin-2-yl)acetamide | HCID 86730318 | — |
| Solvent | Methanol | HCID 887 | — |
| Product | 4-((6-Ethoxy-1H-indol-5-yl)oxy)pyridin-2-amine | HCID 86730319 | 86% |
Reaction Steps
N-(4-((6-ethoxy-1H-indol-5-yl)oxy)pyridin-2-yl)acetamide described in Production Example 15-5 (7.16 g, 23.0 mmol) was dissolved in methanol (50 mL), a 2 M sodium hydroxide solution (50 mL) was added under nitrogen atmosphere at room temperature, and the mixture was heated and stirred at 75° C. for 2.5 hours. The reaction mixture was cooled to room temperature and then water and ethyl acetate were added for partition. The aqueous layer was extracted with ethyl acetate and the combined organic layer was washed with a saturated saline solution. The organic layer was dried over anhydrous magnesium sulfate, then the resultant was filtered and concentrated under vacuum. A liquid mixture of diethyl ether and ethyl acetate was added to the residue, and the mixture was collected by filteration and washed to obtain the title compound (5.35 g, 86%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08933099B2 |
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| Source dataset | uspto-grants-2015_01 |
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| ORD ID | ord-f2bbdf2c1936413ca68f54c711e569b5 |
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| Source note | uspto-grants-2015_01 |
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