Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Sodium Hydroxide | HCID 14798 | — |
| Reactant | HCID 67960142 | HCID 67960142 | — |
| Solvent | 1,4-Dioxane | HCID 31275 | — |
| Product | HCID 67958067 | HCID 67958067 | 12% |
Reaction Steps
To a solution of 5-(6-isopropoxy-pyrazin-2-yl)-1-(toluene-4-sulfonyl)-1H-indole-3-carboxylic acid (450 mg, 0.99 mmol) in 1,4-dioxane (5 mL) was added of 10% aq. NaOH (5 mL) at RT and the reaction was heated at 90° C. for 1 h. The reaction was cooled to RT and washed with DCM (2×3 mL). The aqueous layer was neutralized with 1N HCl (4 mL) and was extracted with EtOAc (5 mL). The organic layer was dried over anhydrous Na2SO4, filtered and concentrated in vacuo to give 5-(6-isopropoxypyrazin-2-yl)-1H-indole-3-carboxylic acid (35 mg, 12%) as a brown solid. MS (ESI, pos. ion) m/z: 298.1 (M+1).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US09090593B2 |
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| Source dataset | uspto-grants-2015_07 |
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| ORD ID | ord-be7d006e4dbb4ebda7357514e7a18437 |
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| Source note | uspto-grants-2015_07 |
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