Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 15044Generated: October 25, 2026

Dimethylformamide → 2-Bromo-5-(difluoromethoxy)pyridine

https://huagongshe.com/reaction/15044

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDimethylformamideHCID 6228—
ReactantPotassium CarbonateHCID 11430—
ReactantSodium chlorodifluoroacetateHCID 2734985—
Reactant2-Bromo-5-hydroxypyridineHCID 2762865—
SolventDiethyl EtherHCID 3283—
Product2-Bromo-5-(difluoromethoxy)pyridineHCID 2312057943%

Reaction Conditions

Temperature80 °C

Reaction Steps

Potassium carbonate (2.4 g, 17.3 mmols) and sodium chlorodifluoroacetate (4.2 g, 27.5 mmols) were added to a DMF (20 mL) solution of 2-bromo-5-hydroxypyridine (2.4 g, 13.8 mmols) and stirred overnight at 80° C. The reaction liquid was cooled to room temperature, added ether, washed with water and dried over anhydrous magnesium sulfate. Concentrating the solvent under reduced pressure, the resulting residue was purified on silica gel column chromatography (C-300; hexane:ethyl acetate=100:1-100:2) to provide the title compound (1.32 g, 43%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07732456B2
Source datasetuspto-grants-2010_06
ORD IDord-a7269e992a824e05b5d1f6a6b677604a
Source noteuspto-grants-2010_06