Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Ethyl Acetate | HCID 8857 | — |
| Reactant | Sodium Hydroxide | HCID 14798 | — |
| Reactant | HCID 86730357 | HCID 86730357 | — |
| Solvent | Methanol | HCID 887 | — |
| Product | HCID 86730358 | HCID 86730358 | 91% |
Reaction Steps
A 2 M sodium hydroxide solution (30 mL) was added to a solution of N-(4-((6-(3-methoxypropoxy)-1H-indol-5-yl)oxy)pyridin-2-yl)acetamide described in Production Example 32-6 (2.8 g, 7.88 mmol) in methanol (30 mL) under nitrogen atmosphere at room temperature. The liquid mixture was stirred under reflux under a thermal condition of 75° C. for 2 hours. The reaction liquid was allowed to stand to cool to room temperature, and then ethyl acetate and water were added. The organic layer was washed with a saturated saline solution and then dried over anhydrous sodium sulfate. The drying agent was separated by filtration and then the filtrate was concentrated under vacuum. The residue was purified with silica gel column chromatography (n-heptane:ethyl acetate=1:9-0:1-ethyl acetate:methanol=49:1) to obtain the title compound (2.24 g, 91%).
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-e8e4e6843187427cafdc00b9f61a4e10 |
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| Source note | uspto-grants-2015_01 |
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