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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1497383Generated: October 27, 2026

Water → 4-[(4-tert-butylbenzyl)oxy]-1-(2,3-dimethyl-2H-indazol-5-yl)pyridin-2(1H)-one

https://huagongshe.com/reaction/1497383

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantPotassium CarbonateHCID 11430—
Reactant1-(Bromomethyl)-4-(1,1-dimethylethyl)benzeneHCID 87836—
Reactant1-(2,3-dimethyl-2H-indazol-5-yl)-4-hydroxypyridin-2(1H)-oneHCID 117798670—
SolventDimethylformamideHCID 6228—
Product4-[(4-tert-butylbenzyl)oxy]-1-(2,3-dimethyl-2H-indazol-5-yl)pyridin-2(1H)-oneHCID 11779879425.4%

Reaction Steps

To a solution of 1-(2,3-dimethyl-2H-indazol-5-yl)-4-hydroxypyridin-2(1H)-one (100 mg) in N,N-dimethylformamide (2 ml) were added 1-(bromomethyl)-4-(tert-butyl)benzene (98 mg) and potassium carbonate (108 mg) at room temperature, and the mixture was stirred at the same temperature for 18 hr. The reaction mixture was added to water, and the mixture was extracted with ethyl acetate. The organic layer was washed with water and saturated brine, dried over anhydrous magnesium sulfate, and concentrated under reduced pressure. The residue was purified by silica gel column chromatography (NH, ethyl acetate/methanol) and recrystallized from ethyl acetate to give the title compound (40 mg).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09199963B2
Source datasetuspto-grants-2015_12
ORD IDord-eae2f9772f3e4497ac93beb606c6786d
Source noteuspto-grants-2015_12