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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2048087Generated: October 31, 2026

Cesium carbonate → 2-broMo-3-(difluoroMethoxy)pyridine

https://huagongshe.com/reaction/2048087

Reaction equation

Participants

RoleNameHCIDCharge
ReactantCesium carbonateHCID 10796—
Reactant2-Bromo-3-pyridinolHCID 23070—
ReactantSodium chlorodifluoroacetateHCID 2734985—
SolventWaterHCID 962—
SolventDimethylformamideHCID 6228—
Product2-broMo-3-(difluoroMethoxy)pyridineHCID 5804244835.2%

Reaction Conditions

Temperature100 °C

Reaction Steps

To a solution of 2-bromo-3-pyridinol (1.26 g, 7.23 mmol) in DMF (35 mL) and water (5 mL) was added sodium chlorodifluoroacetate (2.93 g, 18.1 mmol) followed by cesium carbonate (4.71 g, 14.5 mmol). The reaction was heated to 100° C. for 36 hours before partitioning between EtOAc and water. The organic layer was separated, dried over magnesium sulfate and concentrated in vacuo. The residue was purified using silica gel column chromatography eluting with EtOAc:Heptane 1:3 to afford the title compound as a colourless oil (570 mg, 35%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08592629B2
Source datasetuspto-grants-2013_11
ORD IDord-06f9670d354548f393fca1b2a1dd6f08
Source noteuspto-grants-2013_11