Participants
| Role | Name | HCID | Charge |
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| Reactant | Sodium Hydroxide | HCID 14798 | — |
| Reactant | HCID 87192534 | HCID 87192534 | — |
| Solvent | 1,4-Dioxane | HCID 31275 | — |
| Product | HCID 87191648 | HCID 87191648 | 67.2% |
Reaction Steps
A solution of Example 260c (0.083 g, 0.135 mmol) in dioxane (2 mL) was treated with 20% NaOH (0.08 mL, 0.135 mmol). The mixture was heated at 70° C. for 90 minutes. The solvent was evaporated. The residue was treated with water and sonicated. The solid was filtered, washed with water, and purified by reverse-phase HPLC as described in Example 56 to give the title compound (43.2 mg) as trifluoroacetic acid salts. 1H NMR (400 MHz, DMSO-d6) ppm 0.83-0.98 (m, 4H), 0.98-1.26 (m, 3H), 1.38 (m, 1H), 1.74 (m, 1H), 1.86-1.98 (m, 2H), 2.31 (d, J=13.43 Hz, 1H), 2.56 (m, 1H), 3.24 (m, 1H, 3.73 (m, 1H), 3.90 (s, 3H), 6.81 (s, 1H), 6.88 (d, J=1.22 Hz, 1H), 7.14 (d, J=8.24 Hz, 1H), 7.79 (d, J=2.75 Hz, 1H), 8.09 (dd, J=7.93, 2.75 Hz, 2H), 12.04 (s, 1H). MS (ESI+) m/z 476.2 (M+H)+.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08435980B2 |
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| Source dataset | uspto-grants-2013_05 |
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| ORD ID | ord-67455fee1bf14a6898e83ae58978c8c6 |
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| Source note | uspto-grants-2013_05 |
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