Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Cyclopropylamine | HCID 69828 | — |
| Reactant | HCID 23090270 | HCID 23090270 | — |
| Solvent | 1,4-Dioxane | HCID 31275 | — |
| Product | HCID 23090138 | HCID 23090138 | — |
Reaction Steps
To a solution of 1-[1-(6-chloro-3-pyridyl)-5-phenylpyrazole-3-carbonyl]-4-methylpiperazine (200 mg) obtained in Example 110 in dioxane (1.0 mL), cyclopropylamine (1.0 mL) was added. The mixture was stirred at 100° C. for 3 days in a sealed tube, and then cooled in air. The reaction mixture was partitioned between water and ethyl acetate. The organic layer was sequentially washed with water and saturated aqueous sodium hydrogencarbonate, and then dried over magnesium sulfate anhydrate. After filtration, the solvent was removed under reduced pressure, and the residue was dissolved in dimethyl sulfoxide (1 mL). The solution was purified through preparative high-performance liquid chromatography (eluent: water-acetonitrile), to thereby give the title compound as an oily product (19.6 mg, 9%).
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-c999f7a0215242b38dfe7b3b71a51535 |
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| Source note | uspto-grants-2009_11 |
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