Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Sodium Hydroxide | HCID 14798 | — |
| Reactant | HCID 10050977 | HCID 10050977 | — |
| Reactant | Ethanol hydrochloride | HCID 21887872 | — |
| Reactant | HCID 178418361 | HCID 178418361 | — |
| Catalyst | HCID 178418390 | HCID 178418390 | — |
| Solvent | Ethanol | HCID 702 | — |
| Product | HCID 136339024 | HCID 136339024 | — |
Reaction Steps
To a solution of 1-[5-(4-benzyloxyphenyl)-1-(6-methoxy-3-pyridyl)pyrazole-3-carbonyl]-4-methylpiperazine (0.802 g) obtained in Example 18 in ethanol (15 mL), 10% palladium-carbon (0.466 g) and 1M HCl-ethanol (1.65 mL) were added, and the mixture was stirred at room temperature in a hydrogen atmosphere for 24 hours. After completion of the reaction, the atmosphere was changed to nitrogen, and the mixture was neutralized with aqueous sodium hydroxide. Insoluble matter was separated, and the residue was washed with methanol the filtrate was removed under reduced pressure, and the residue was partitioned between water and chloroform. Subsequently, the aqueous layer was extracted with chloroform. The organic layers were combined and washed with saturated brine, followed by drying over sodium sulfate anhydrate. After filtration, 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 a foamy substance (0.493 g, 69%).
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-9ec4f4174ecf42809f0c7e98f6cff8b8 |
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| Source note | uspto-grants-2009_11 |
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