Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Lithium Hydroxide | HCID 3939 | — |
| Reactant | HCID 66791320 | HCID 66791320 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Solvent | Ethyl Acetate | HCID 8857 | — |
| Product | HCID 67244290 | HCID 67244290 | — |
Reaction Steps
To a solution of (S)-1-{1-[(4-acetyl-2-cyanoquinolin-7-yl)methyl]-1H-1,2,3-triazol-4-yl}-1-(trifluoromethyl)propyl 4-nitrobenzoate (obtained as described in Example 52, step 4) (47 mg, 0.085 mmol) in THF (2 mL) was added lithium hydroxide 2M (210 uL, 0.42 mmol). The mixture was stirred at room temperature for 2 h. The reaction mixture was then diluted with ethyl acetate, washed with an ammonium chloride sln., brine, dried over MgSO4, filtered and concentrated to yield the title compound. The crude residue was purified by flash chromatography (10% acetone-90% dichloromethane) to give the desired product. 1H NMR (400 MHz, acetone-d6): δ 8.55 (d, 1H), 8.40 (s, 1H), 8.24 (s, 1H), 8.11 (s, 1H), 8.85 (d, 1H), 6.02 (s, 2H), 2.85 (s, 3H), 2.35 (m, 1H), 2.05 (m, 1H), 0.86 (t, 3H).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US07960409B2 |
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| Source dataset | uspto-grants-2011_06 |
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| ORD ID | ord-c74ff6325de84b429e1b6667f86f40ef |
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| Source note | uspto-grants-2011_06 |
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