Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Hydrochloric Acid | HCID 313 | — |
| Reactant | Sodium Hydroxide | HCID 14798 | — |
| Reactant | HCID 67044191 | HCID 67044191 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | HCID 58201243 | HCID 58201243 | — |
Reaction Steps
A mixture of {5-fluoro-3-[2-(2-chlorobenzenesulfonyl)pyridin-3-ylmethyl]-2-methylindol-1-yl}acetic acid methyl ester and tetrahydrofuran (1.0 mL) was treated with 5.0 M aqueous sodium hydroxide solution (1.2 mL), and the resulting mixture was stirred at 45° C. for 4 hours. The mixture was acidified by the addition of 5.0 M aqueous hydrochloric acid solution and extracted with dichloromethane. The combined organic extract was dried over sodium sulfate and concentrated under reduced pressure. The residue was purified by preparative reverse-phase HPLC, eluting with a mixture of acetonitrile and water (2:3 to 9:1 by volume) to afford the title compound as a white solid (0.10 g).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08394836B2 |
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| Source dataset | uspto-grants-2013_03 |
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| ORD ID | ord-f1bcb5fcccad4124855d6c0db497540c |
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| Source note | uspto-grants-2013_03 |
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