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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1639783Generated: November 1, 2026

Water → trans-[2-(5-fluoro-2-methyl-2H-indazol-4-yl)cyclopropyl]methanol

https://huagongshe.com/reaction/1639783

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantDiisobutylaluminumhydrideHCID 21225700—
Reactanttrans-Ethyl 2-(5-fluoro-2-methyl-2h-indazol-4-yl)cyclopropanecarboxylateHCID 131729435—
SolventTetrahydrofuranHCID 8028—
SolventHexaneHCID 8058—
Producttrans-[2-(5-fluoro-2-methyl-2H-indazol-4-yl)cyclopropyl]methanolHCID 6672070290%

Reaction Steps

To a solution of trans-ethyl 2-(5-fluoro-2-methyl-2H-indazol-4-yl)cyclopropanecarboxylate (2.00 g, 7.63 mmol) in tetrahydrofuran (76 mL) was slowly added a solution (1 M, 22.9 ml, 22.9 mmol) of diisobutylaluminum hydride in hexane at −78° C., and the mixture was stirred at room temperature for 3 hr. Water was added to the reaction mixture at 0° C., and the mixture was extracted with ethyl acetate. The extract was washed with saturated brine, and dried over anhydrous sodium sulfate, and the solvent was evaporated under reduced pressure. The residue was purified by flash silica gel column chromatography (ethyl acetate/hexane=1/3) to give the title compound (1.51 g, yield 90%

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08110585B2
Source datasetuspto-grants-2012_02
ORD IDord-f89afb7bf7d24d0f9521bd3a37a71ef7
Source noteuspto-grants-2012_02