Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Sodium Hydroxide | HCID 14798 | — |
| Reactant | 2-(4-FLUOROPHENYL)-6-(TRIFLUOROMETHYL)PYRAZOLO[1,5-A]PYRIDINE | HCID 9921769 | — |
| Reactant | HCID 68546108 | HCID 68546108 | — |
| Catalyst | Sulfuric Acid | HCID 1118 | — |
| Solvent | Isobutyric anhydride | HCID 7346 | — |
| Product | HCID 68550158 | HCID 68550158 | 68% |
Reaction Steps
1-(2-(4-fluorophenyl)-6-(trifluoromethyl)pyrazolo[1,5-a]pyridin-3-yl)-2-methylprop-1-enyl isobutyrate. To 2.50 g (8.9 mmol) of 2-(4-fluorophenyl)-6-(trifluoromethyl)pyrazolo[1,5-a]pyridine in 43 ml of isobutyric anhydride was added conc. H2SO4 (5 drops). The mixture was stirred and heated at 142° C. overnight. The mixture was cooled to room temperature and poured into water (120 ml) at 0° C. The solution was then adjusted to pH 10 with 2N NaOH. The aqueous layer was extracted with Et2O (3×100 ml), dried over MgSO4, filtered and concentrated. The crude product was purified by flash column chromatography (3% EtOAc-hexane) to afford 2.54 g (68%) of the title compound) as an orange solid. Compound 1033.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US07585875B2 |
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| Source dataset | uspto-grants-2009_09 |
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| ORD ID | ord-2715ad5ef20a446089ba7cf714505b1b |
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| Source note | uspto-grants-2009_09 |
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