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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1497384Generated: October 27, 2026

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

https://huagongshe.com/reaction/1497384

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantTriphenylphosphineHCID 11776—
Reactant4-Bromobenzyl alcoholHCID 70119—
Reactant1-(2,3-dimethyl-2H-indazol-5-yl)-4-hydroxypyridin-2(1H)-oneHCID 117798670—
SolventTetrahydrofuranHCID 8028—
Product4-[(4-bromobenzyl)oxy]-1-(2,3-dimethyl-2H-indazol-5-yl)pyridin-2(1H)-oneHCID 11779869539.3%

Reaction Steps

To a solution of 1-(2,3-dimethyl-2H-indazol-5-yl)-4-hydroxypyridin-2(1H)-one (150 mg) in tetrahydrofuran (3 ml) were added (4-bromophenyl)methanol (110 mg), bis(2-methoxyethyl)azodicarboxylate (179 mg) and triphenylphosphine (200 mg) at room temperature, and the mixture was stirred at the same temperature for 17 hr. To the reaction mixture was added 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 (hexane/ethyl acetate) and recrystallized from ethyl acetate to give the title compound (98 mg).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09199963B2
Source datasetuspto-grants-2015_12
ORD IDord-b0a5d11d29444b40bda405091cb2df84
Source noteuspto-grants-2015_12