Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Sodium periodate | HCID 23667635 | — |
| Reactant | HCID 67169953 | HCID 67169953 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Solvent | Ethyl Acetate | HCID 8857 | — |
| Product | HCID 86669899 | HCID 86669899 | 104.4% |
Reaction Steps
To a solution of 1-(3-(5-phenyl-4-(trifluoromethyl)isoxazol-3-yl)-4,5-dihydroisoxazolo[5,4-f]quinolin-7-yl)ethane-1,2-diol (Preparation 54G, 0.030 g, 0.068 mmol) in THF (1 mL) at room temperature was added sodium periodate (0.022 g, 0.101 mmol) followed by water (0.05 mL). The reaction mixture was stirred at room temperature for 2.5 h. The reaction mixture was diluted with ethyl acetate (30 mL), washed with water (10 mL), and brine (10 mL). The combined aqueous layers were extracted with ethyl acetate (30 mL), dried over and anhydrous sodium sulfate and concentrated to give 3-(5-phenyl-4-(trifluoromethyl)isoxazol-3-yl)-4,5-dihydroisoxazolo[5,4-f]quinoline-7-carbaldehyde (0.029 g, 0.071 mmol, quantitative yield) as a tan solid. The compound had an HPLC ret. time=3.08 min. (condition A); LC/MS M+1=412.1.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US09216972B2 |
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| Source dataset | uspto-grants-2015_12 |
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| ORD ID | ord-a159370a83014cfba815832f115aab96 |
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| Source note | uspto-grants-2015_12 |
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