Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Acetic Acid | HCID 176 | — |
| Reactant | Water | HCID 962 | — |
| Reactant | Sodium Hydroxide | HCID 14798 | — |
| Reactant | HCID 86686395 | HCID 86686395 | — |
| Solvent | Dimethyl Sulfoxide | HCID 679 | — |
| Product | HCID 136253988 | HCID 136253988 | 87.4% |
Reaction Steps
Sodium hydroxide (powder, 82 mg) was added to a solution of 5-(2,5-difluoro-4-(2-methoxy-3,5-dimethylpyridin-4-yl)phenyl)-1-[(S)-tetrahydrofuran-3-yl]-1H-pyrazole-4-carboxamide (186 mg) in DMSO (1.5 mL), and the mixture was stirred at 75° C. for 1.5 hours. The reaction mixture was cooled to room temperature, and water (5.5 mL) was then added with stirring. Acetic acid (0.12 mL) was further added, followed by stirring for 30 minutes. The generated solid was filtered, washed with water (5 mL) and then dried under reduced pressure at 60° C. for one hour to give the title compound (155 mg).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08563565B2 |
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| Source dataset | uspto-grants-2013_10 |
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| ORD ID | ord-c9edcbbe26434871b2c3feca2965d7f6 |
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| Source note | uspto-grants-2013_10 |
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