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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1777159Generated: November 1, 2026

Water → HCID 90241399, compound

https://huagongshe.com/reaction/1777159

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantEthyl bromoacetateHCID 7748—
ReactantSodium hydrideHCID 24758—
ReactantHCID 90237820HCID 90237820—
SolventDimethylformamideHCID 6228—
ProductHCID 90241399HCID 9024139965%

Reaction Conditions

Temperature25 °C

Reaction Steps

To a solution of tert-butyl 4-(5-hydroxy-1H-indazol-1-yl)piperidine-1-carboxylate (150 mg, 0.458 mmol) in DMF (10 mL) at 0° C. was added NaH (60% in mineral oil) (16.8 mg, 0.706 mmol) and ethyl 2-bromoacetate (119 mg, 0.706 mmol). The mixture was stirred at 25° C. for 3 h, poured into water, and the product extracted with ethyl acetate. The organic phase was washed with water, dried over Na2SO4, concentrated under reduced pressure and purified by TLC (Pet.Ether:EtOAc=1:1) to give tert-butyl 4-(5-(2-ethoxy-2-oxoethoxy)-1H-indazol-1-yl)piperidine-1-carboxylate (120 mg, yield 65%) as a colorless oil. LCMS (m/z): 404.2 [M+H]+

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09266836B2
Source datasetuspto-grants-2016_02
ORD IDord-ca332ecd999e40339f777ace6843b1d6
Source noteuspto-grants-2016_02