Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Hydrochloric Acid | HCID 313 | — |
| Reactant | Ethanol | HCID 702 | — |
| Reactant | Sodium Hydroxide | HCID 14798 | — |
| Reactant | HCID 66898273 | HCID 66898273 | — |
| Solvent | Water | HCID 962 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | HCID 58237057 | HCID 58237057 | 64% |
Reaction Steps
A mixture of ethyl 7-(1-methylethoxy)-5-{[5-(methylsulfonyl)pyridin-2-yl]oxy}-1H-indole-2-carboxylate (10.7 g), 1M aqueous sodium hydroxide solution (50 mL), ethanol (50 mL) and tetrahydrofuran (50 mL) was stirred at 50° C. for 2 h. 1M Hydrochloric acid (50 mL) was added to the mixture and the mixture was adjusted to pH=6 by 1M aqueous sodium hydroxide solution and water. The whole was extracted with ethyl acetate. The organic layer was washed with brine, dried (MgSO4), filtered, and concentrated in vacuo to give the title compound (6.35 g, 64%) as a brown amorphous solid. MS 391 (MH+).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08673942B2 |
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| Source dataset | uspto-grants-2014_03 |
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| ORD ID | ord-27da9e37835e4185a13e41f7106b30d0 |
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| Source note | uspto-grants-2014_03 |
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