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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1269832Generated: October 30, 2026

Tetrahydrofuran → HCID 18447189, compound

https://huagongshe.com/reaction/1269832

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTetrahydrofuranHCID 8028—
ReactantSodium HydroxideHCID 14798—
ReactantHCID 18447172HCID 18447172—
ReactantAluminium lithium hydrideHCID 21226445—
SolventWaterHCID 962—
ProductHCID 18447189HCID 1844718928%

Reaction Conditions

Temperature80 °C

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

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07199147B2
Source datasetuspto-grants-2007_04
ORD IDord-e52fb042eb8d49fab95a332c420ccf72
Source noteuspto-grants-2007_04