Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Sodium Hydroxide | HCID 14798 | — |
| Reactant | HCID 11518665 | HCID 11518665 | — |
| Solvent | Methanol | HCID 887 | — |
| Solvent | Water | HCID 962 | — |
| Product | HCID 11626031 | HCID 11626031 | 76% |
Reaction Steps
The product from Example 53A (0.1913 g, 0.40 mmol) was dissolved in methanol (5 mL). A NaOH solution (1.0 mL, 5 M in methanol) was added and stirred for 30 minutes. The reaction mixture was then diluted with water until a precipitate formed. The solid was collected by filtration, washed with water and dried under vacuum to afford the title compound (0.1294 g, 76%) as a tan solid. 1H NMR (300 MHz, DMSO-d6) δ ppm 12.98 (s, 1H) 8.69 (s, 1H) 8.07 (s, 1H) 7.60 (d, J=7.46 Hz, 1H) 7.24 (m, 6H), 7.04 (m, 2H) 6.94 (d, J=6.44 Hz, 1H) 6.71 (d, J=8.14 Hz, 1H) 6.51 (t, J=6.95 Hz, 2H), 3.71 (m, 1H) 3.37 (m, 3H) 3.11 (m, 1H) 2.83 (m, 3H) 2.62 (m, 1H) 1.87 (m, 1H), 1.54 (m, 1 H). MS (ESI) m/z 426 (M+H)+, 424 (M−H)−. Calcd For C26H27N5O: C 73.39; H 6.40, N 16.46. Found C 73.22; H, 6.36; N, 16.30.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US07812019B2 |
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| Source dataset | uspto-grants-2010_10 |
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| ORD ID | ord-c0688f0eea4b4317a56aa16f95561a5e |
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| Source note | uspto-grants-2010_10 |
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