Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Methanol | HCID 887 | — |
| Reactant | Potassium Hydroxide | HCID 14797 | — |
| Reactant | HCID 118432122 | HCID 118432122 | — |
| Solvent | Water | HCID 962 | — |
| Product | HCID 69500037 | HCID 69500037 | 99.2% |
Reaction Steps
5-(5-Bromo-thiophen-2-yl)-1-(2-chloro-phenyl)-4,5-dihydro-1H-pyrazole-3-carboxylic acid methyl ester (18.9 g, 47.3 mmol) prepared in Step 3 and a solution of potassium hydroxide (5.3 g, 94.6 mmol) in distilled water (200.0 mL) were added to methanol (200.0 mL). The reaction mixture was stirred at 80° C. for 12 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 18.1 g of the titled compound as a pale 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-4e2546411266489891ecc2fb23ba5922 |
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| Source note | uspto-grants-2016_06 |
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