Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Sodium Hydroxide | HCID 14798 | — |
| Reactant | HCID 10254026 | HCID 10254026 | — |
| Reactant | HCID 178418361 | HCID 178418361 | — |
| Catalyst | HCID 178418390 | HCID 178418390 | — |
| Solvent | Ethanol | HCID 702 | — |
| Solvent | Ethanol hydrochloride | HCID 21887872 | — |
| Product | HCID 10068169 | HCID 10068169 | — |
Reaction Steps
To a solution of 1-[1-(6-methoxy-3-pyridyl)-5-phenylpyrazole-3-carbonyl]-4-benzyl-3-methylpiperazine (0.459 g) obtained in Example 14 in ethanol (10 mL), 1M HCl-ethanol (0.980 mL) and 10% palladium-carbon (123 mg) were added at room temperature. The resultant mixture was stirred in a hydrogen atmosphere for 5.5 hours. After the atmosphere was changed to nitrogen, the mixture was neutralized to pH 8 with 1M aqueous sodium hydroxide, followed by removal of insoluble matter through filtration. Solvent of the filtrate was removed under reduced pressure, and then the residue was partitioned between water and chloroform. The aqueous layer was extracted with chloroform. The organic layers were combined and washed with saturated brine, followed by drying over sodium sulfate anhydrate. The resultant mixture was subjected to filtration, and the solvent was removed under reduced pressure. The residue was purified through silica gel column chromatography (chloroform-methanol), to thereby give the title compound as an oily product (0.250 g, 67%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US07622471B2 |
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| Source dataset | uspto-grants-2009_11 |
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| ORD ID | ord-de9730b0eb864421aa3601e93cdfa52c |
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| Source note | uspto-grants-2009_11 |
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