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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 709811Generated: October 31, 2026

Phosphorus tribromide → 5-(Bromomethyl)-2-(2-fluoro-5-methoxyphenyl)-3-neopentylpyridine

https://huagongshe.com/reaction/709811

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPhosphorus tribromideHCID 24614—
ReactantSodium BicarbonateHCID 516892—
Reactant(6-(2-Fluoro-5-methoxyphenyl)-5-neopentylpyridin-3-yl)methanolHCID 117760196—
SolventDimethylformamideHCID 6228—
Product5-(Bromomethyl)-2-(2-fluoro-5-methoxyphenyl)-3-neopentylpyridineHCID 117759622—

Reaction Conditions

Temperature0 °C

Reaction Steps

Under a nitrogen atmosphere, phosphorus tribromide (37 μL) was added to DMF (1.0 mL) at 0° C. and the mixture was stirred at 0° C. for 5 min. To the obtained white suspension was added (6-(2-fluoro-5-methoxyphenyl)-5-neopentylpyridin-3-yl)methanol (100 mg), and the mixture was stirred at room temperature for 30 min. A saturated aqueous sodium hydrogen carbonate solution was added to the reaction solution at 0° C., and the mixture was extracted with ethyl acetate. The extract was washed with water and saturated brine, and dried over anhydrous magnesium sulfate. The solvent was evaporated under reduced pressure to give a crude product of the title compound (88 mg) as a pale-yellow oil. This compound was used for the next step without further purification.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09181186B2
Source datasetuspto-grants-2015_11
ORD IDord-82ee5dd5c2eb4810bf6799a2725434c4
Source noteuspto-grants-2015_11