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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2276310Generated: October 29, 2026

Phosphorus oxybromide → 4-Bromo-1-(cyclopropylmethyl)pyridin-2(1H)-one

https://huagongshe.com/reaction/2276310

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPhosphorus oxybromideHCID 24613—
Reactant1-(Cyclopropylmethyl)-4-hydroxypyridin-2(1H)-oneHCID 59497098—
SolventDimethylformamideHCID 6228—
Product4-Bromo-1-(cyclopropylmethyl)pyridin-2(1H)-oneHCID 5855451593%

Reaction Conditions

Temperature110 °C

Reaction Steps

Phosphorus oxybromide (5.4 g, 18.9 mmol) was added to a solution of intermediate D2 (1.42 g, 8.6 mmol) in DMF (140 ml) and the mixture was heated at 110° C. for 1 hour. After cooling in an ice bath the solution was partitioned between water and EtOAc. After three extractions with EtOAc, the combined organic fractions were dried (Na2SO4) and the solvent was evaporated in vacuo. The crude product was purified by column chromatography (silica gel; DCM as eluent). The desired fractions were collected and evaporated in vacuo to yield intermediate D3 (1.82 g, 93%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09132122B2
Source datasetuspto-grants-2015_09
ORD IDord-21007687803c43c7862e90e9a341f5fd
Source noteuspto-grants-2015_09