Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Sulfuric Acid | HCID 1118 | — |
| Reactant | Sodium Hydroxide | HCID 14798 | — |
| Reactant | HCID 58158497 | HCID 58158497 | — |
| Solvent | Water | HCID 962 | — |
| Product | HCID 58158642 | HCID 58158642 | 64% |
Reaction Steps
Water (7.2 mL) and conc. sulfuric acid (7.2 mL) were added to 1-(3,4-difluorophenyl)-6-methyl-2-oxo-1,2-dihydropyridine-3-carbonitrile (3.6 g, 14.6 mmol), and the mixture was stirred at 100° C. for 20 hr. The mixture was basified (pH 10) with 8N aqueous sodium hydroxide solution at 0° C. and washed with ethyl acetate. The aqueous layer was acidified (pH 3) with 6N hydrochloric acid and extracted with ethyl acetate. The organic layer was washed with water and saturated brine, dried over anhydrous magnesium sulfate and filtered. The solvent was evaporated under reduced pressure, and the obtained residue was washed with ethyl acetate/hexane (=1/1) and collected by filtration to give the title compound (2.49 g, 64%) as a thin-yellow powder.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08445509B2 |
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| Source dataset | uspto-grants-2013_05 |
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| ORD ID | ord-fd78d43b22e1489c9624fe38d1bbdc0a |
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| Source note | uspto-grants-2013_05 |
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