Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Methanol | HCID 887 | — |
| Reactant | Potassium Hydroxide | HCID 14797 | — |
| Reactant | HCID 118432155 | HCID 118432155 | — |
| Solvent | Water | HCID 962 | — |
| Product | HCID 118432180 | HCID 118432180 | — |
Reaction Steps
The 5-(4-bromo-phenyl)-1-(2,4-difluoro-phenyl)-4,5-dihydro-1H-pyrazole-3-carboxylic acid methyl ester in the form of a yellow liquid (73.4 g, 185.8 mmol) and a solution of potassium hydroxide (20.9 g, 371.6 mmol) in distilled water (400.0 mL) were added to methanol (400.0 mL). The reaction mixture was stirred at 70° C. for 4 hours and then concentrated under reduced pressure to discard methanol. The resulting residue was washed with diethyl ether, acidified by a 1N hydrochloric acid solution, and then extracted with ethyl acetate. The extract was washed with distilled water and brine, dried on anhydrous magnesium sulfate, and then concentrated under reduced pressure to give 70.0 g of the titled compound as a yellow solid.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US09376420B2 |
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| Source dataset | uspto-grants-2016_06 |
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| ORD ID | ord-d0ed6fdd56574578908e54a13e78cf1c |
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| Source note | uspto-grants-2016_06 |
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