Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Methanol | HCID 887 | — |
| Reactant | Sodium Hydroxide | HCID 14798 | — |
| Reactant | HCID 67019594 | HCID 67019594 | — |
| Product | HCID 25002426 | HCID 25002426 | 93% |
Reaction Steps
A solution of Sodium hydroxide (1.056 mL, 2.11 mmol) was added in one portion to a stirred solution of N-adamantan-2-yl-1-(4-cyanophenyl)-5-(trifluoromethyl)-1H-pyrazole-4-carboxamide (Intermediate #124) (250 mg, 0.60 mmol), in methanol (10 mL) under air. The resulting solution was stirred at 65° C. for 45 hours. The resulting mixture was evaporated to dryness and the residue dissolved in ice/water (25 mL) and the mixture was acidified with 2M HCl. The precipitate was collected by filtration, washed with water (25 mL) and dried under vacuum to afford 4-[4-(adamantan-2-ylcarbamoyl)-5-(trifluoromethyl)-1H-pyrazol-1-yl]benzoic acid (243 mg, 93%) as a white solid, which was used without further purification.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08344016B2 |
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| Source dataset | uspto-grants-2013_01 |
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| ORD ID | ord-18cfe5145e21405783a6482f641eec32 |
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| Source note | uspto-grants-2013_01 |
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