Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Sodium Hydroxide | HCID 14798 | — |
| Reactant | HCID 68867604 | HCID 68867604 | — |
| Solvent | Ethanol | HCID 702 | — |
| Product | HCID 68869631 | HCID 68869631 | 32% |
Reaction Steps
A solution of 2-ethoxy-2-methyl-3-(4-{2-[3-methyl-2-oxo-1-(4-trifluoromethoxy-benzyl)-imidazolidin-4-yl]-ethoxy}-phenyl)-propionic acid ethyl ester and 5N NaOH (0.3 mL) in ethanol (3 mL) is refluxed for 1 h, cooled to ambient temperature, and concentrated. The residue is diluted with CH2Cl2, dried, and concentrated in vacuo to provide the title compound (0.022 g, 32% after two steps). 1H NMR (400 MHz, CDCl3): δ 7.24-7.19 (m, 1H), 7.09 (d, 2H, J=8.3 Hz), 6.83-6.78 (m, 3H), 6.69 (d, 2H, J=8.3 Hz), 4.38, 4.28 (ABq, 2H, J=14.8 Hz), 3.94-3.91 (m, 3H), 3.77 (s, 3H), 3.60-3.53 (m, 3H), 3.36 (t, 1H, J=9.0 Hz), 3.04-2.92 (m, 1H), 1.89-1.83 (m, 1H), 1.40 (s, 3H), 1.23 (t, 3H, J=6.9 Hz). MS [EI+] 525 (M+H)+, [EI−] 523 (M−H)+. Rf=0.27 in 10% CH3OH in CH2Cl2.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US07544812B2 |
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| Source dataset | uspto-grants-2009_06 |
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| ORD ID | ord-529a4b4a703442818274837026dffa26 |
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| Source note | uspto-grants-2009_06 |
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