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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1497400Generated: October 30, 2026

Water → 1-(2-ethyl-3-methyl-2H-indazol-5-yl)-4-{[4-(trifluoromethyl)-1,3-thiazol-2-yl]methoxy}pyridin-2(1H)-one

https://huagongshe.com/reaction/1497400

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
Reactant(4-(Trifluoromethyl)-1,3-thiazol-2-yl)methanolHCID 23560688—
ReactantPotassium tert-butoxideHCID 23665647—
Reactant4-bromo-1-(2-ethyl-3-methyl-2H-indazol-5-yl)pyridin-2(1H)-oneHCID 117798748—
SolventTolueneHCID 1140—
Product1-(2-ethyl-3-methyl-2H-indazol-5-yl)-4-{[4-(trifluoromethyl)-1,3-thiazol-2-yl]methoxy}pyridin-2(1H)-oneHCID 11779862416.4%

Reaction Conditions

Temperature100 °C

Reaction Steps

To a solution of 4-bromo-1-(2-ethyl-3-methyl-2H-indazol-5-yl)pyridin-2(1H)-one (350 mg) and [4-(trifluoromethyl)-1,3-thiazol-2-yl]methanol (289 mg) in toluene (5 ml) was added potassium tert-butoxide (355 mg) at room temperature, and the mixture was stirred at 100° C. for 2 hr. The reaction mixture was cooled to room temperature, water was added, and the mixture was extracted with ethyl acetate. The organic layer was washed with saturated brine, dried over anhydrous magnesium sulfate, and concentrated under reduced pressure. The obtained residue was purified by silica gel column chromatography (NH, hexane/ethyl acetate) and recrystallized from ethanol-water to give the title compound (75 mg).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09199963B2
Source datasetuspto-grants-2015_12
ORD IDord-f27d285c2ba840889d1719219c3bfce4
Source noteuspto-grants-2015_12