Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Sodium Hydroxide | HCID 14798 | — |
| Reactant | HCID 58222473 | HCID 58222473 | — |
| Solvent | Ethanol | HCID 702 | — |
| Product | HCID 67025194 | HCID 67025194 | — |
Reaction Steps
Aqueous NaOH solution (2 N, 2 mL) was added to a solution of 5-(5-{3-chloro-4-[(1-methylethyl)oxy]phenyl}-1,2,4-oxadiazol-3-yl)-1H-indole-2-carboxylate (D23) (65 mg) in ethanol (8 mL) at RT. The resulting solution was heated to 50° C. and stirred at that temperature for 30 min. The reaction mixture was cooled to RT and stirred for 30 min. Ethanol was evaporated. The solid was filtered and washed with water. The solid was collected and dried to afford sodium 5-(5-{3-chloro-4-[(1-methylethyl)oxy]phenyl}-1,2,4-oxadiazol-3-yl)-1H-indole-2-carboxylate (E8) (50 mg) as a white solid. δH (CD3OD, 400 MHz): 1.44 (6H, d), 4.86 (1H, m), 7.08 (1H, d), 7.32 (1H, d), 7.56 (1H, d), 7.94 (1H, dd), 8.15 (1H, dd), 8.24 (1H, d), 8.43 (1H, t). MS (ES): C20H26ClN3O4Na requires 419; found 398.1 (M—Na++2H+).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08217028B2 |
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| Source dataset | uspto-grants-2012_07 |
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| ORD ID | ord-cdef484b2f2e4f95aff3e741cfecb1c6 |
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| Source note | uspto-grants-2012_07 |
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