Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Tetrahydrofuran | HCID 8028 | — |
| Reactant | Sodium Hydroxide | HCID 14798 | — |
| Reactant | HCID 18447172 | HCID 18447172 | — |
| Reactant | Aluminium lithium hydride | HCID 21226445 | — |
| Solvent | Water | HCID 962 | — |
| Product | HCID 18447189 | HCID 18447189 | 28% |
Reaction Steps
A mixture of the 5-[(1-acetylpiperidin-3-yl)oxy]-4-methyl-1H-indazole (55.1 mg, 0.202 mmol) obtained in Example 455, lithium aluminum hydride (40 mg, 1.1 mmol) and tetrahydrofuran (2 ml) was stirred at 80° C. for 2.5 hours. The reaction mixture was ice-cooled, followed by adding thereto water (0.04 ml), a 2N-aqueous sodium hydroxide solution (0.08 ml) and water (0.12 ml) in that order. The precipitate was removed by filtration and the solvent was distilled off. Thereafter, the residue oil was purified by a silica gel column chromatography (eluent: hexane/ethyl acetate/triethylamine=5/15/1) to obtain 5-[(1-ethylpiperidin-3-yl)oxy]-4-methyl-1H-indazole (14 mg, 28%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US07199147B2 |
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| Source dataset | uspto-grants-2007_04 |
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| ORD ID | ord-e52fb042eb8d49fab95a332c420ccf72 |
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| Source note | uspto-grants-2007_04 |
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