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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 512073Generated: October 30, 2026

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

https://huagongshe.com/reaction/512073

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 collected, 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 numberUS09102621B2
Source datasetuspto-grants-2015_08
ORD IDord-2e4d28557e22415e9b773334eea93f67
Source noteuspto-grants-2015_08