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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1873955Generated: November 2, 2026

Water → Ethyl 6-benzyloxy-1-(tetrahydro-2H-pyran-2-yl)indazole-3-carboxylate

https://huagongshe.com/reaction/1873955

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantBenzyl BromideHCID 7498—
ReactantPotassium CarbonateHCID 11430—
ReactantEthyl 6-hydroxy-1-(tetrahydro-2H-pyran-2-yl)indazole-3-carboxylateHCID 136205191—
SolventDimethylformamideHCID 6228—
ProductEthyl 6-benzyloxy-1-(tetrahydro-2H-pyran-2-yl)indazole-3-carboxylateHCID 59370773—

Reaction Conditions

Temperature60 °C

Reaction Steps

Ethyl6-hydroxy-1-(tetrahydro-2H-pyran-2-yl)-indazole-3-carboxylate (148 mg) which can be prepared according to the method described in Reference example 20, etc. was dissolved in dehydrated DMF (5.2 mL; manufactured by Kanto Chemical Co., Inc.), added with potassium carbonate (227 mg; manufactured by Sigma-Aldrich Co.) and benzyl bromide (73.6 μL; manufactured by Wako Pure Chemical Industries, Ltd.), followed by stirring for overnight at 60° C. After cooling to room temperature, the reaction solution was added to water, and then extraction was carried out twice with ethyl acetate. The organic layer was washed twice with water and once with ethyl acetate, and dried over anhydrous sodium sulfate. After the solvent was evaporated under reduced pressure, the residue was purified by column chromatography “COLUMN-A”; n-hexane:ethyl acetate=95:5→74:26) to obtain the title compound (187 mg).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08304443B2
Source datasetuspto-grants-2012_11
ORD IDord-f5b782bed56a4647bd10ac3dbcfa18ce
Source noteuspto-grants-2012_11