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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1497382Generated: October 31, 2026

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

https://huagongshe.com/reaction/1497382

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantTriphenylphosphineHCID 11776—
Reactant(5-Bromopyridin-2-yl)methanolHCID 5200169—
Reactant1-(2,3-dimethyl-2H-indazol-5-yl)-4-hydroxypyridin-2(1H)-oneHCID 117798670—
SolventTetrahydrofuranHCID 8028—
Product4-[(5-bromopyridin-2-yl)methoxy]-1-(2,3-dimethyl-2H-indazol-5-yl)pyridin-2(1H)-oneHCID 11779869361.2%

Reaction Steps

To a suspension of 1-(2,3-dimethyl-2H-indazol-5-yl)-4-hydroxypyridin-2(1H)-one (50 mg), (5-bromopyridin-2-yl)methanol (74 mg) and triphenylphosphine (154 mg) in tetrahydrofuran (5 ml) was added bis(2-methoxyethyl)azodicarboxylate (138 mg) at room temperature, and the mixture was stirred at the same temperature for 3 hr. To the reaction mixture was added water, 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 washed with ethyl acetate, and recrystallized from ethanol-hexane to give the title compound (51 mg).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09199963B2
Source datasetuspto-grants-2015_12
ORD IDord-d43a22a3e56249a49a7deea7b3d3308d
Source noteuspto-grants-2015_12