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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1497397Generated: October 30, 2026

Phosphorus oxybromide → 4-bromo-1-(2-ethyl-3-methyl-2H-indazol-5-yl)pyridin-2(1H)-one

https://huagongshe.com/reaction/1497397

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPhosphorus oxybromideHCID 24613—
ReactantSodium BicarbonateHCID 516892—
Reactant1-(2-ethyl-3-methyl-2H-indazol-5-yl)-4-hydroxypyridin-2(1H)-oneHCID 117798636—
SolventDimethylformamideHCID 6228—
Product4-bromo-1-(2-ethyl-3-methyl-2H-indazol-5-yl)pyridin-2(1H)-oneHCID 11779874851.5%

Reaction Conditions

Temperature50 °C

Reaction Steps

To a solution of 1-(2-ethyl-3-methyl-2H-indazol-5-yl)-4-hydroxypyridin-2(1H)-one (1.07 g) in N,N-dimethylformamide (20 ml) was added phosphorus oxybromide (1.37 g) at room temperature, and the mixture was stirred at 50° C. overnight. The reaction mixture was cooled to room temperature, saturated aqueous sodium hydrogen carbonate solution 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 recrystallized from ethanol-hexane to give the title compound (680 mg).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09199963B2
Source datasetuspto-grants-2015_12
ORD IDord-ef280576491a457fa7a1eb89ec9bcaa9
Source noteuspto-grants-2015_12