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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1674518Generated: October 31, 2026

Dimethylformamide → 2-(3-Bromo-1H-pyrazol-1-yl)-3-chloropyridine

https://huagongshe.com/reaction/1674518

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDimethylformamideHCID 6228—
ReactantCesium carbonateHCID 10796—
Reactant2,3-DichloropyridineHCID 16988—
ReactantHCID 178419412HCID 178419412—
SolventWaterHCID 962—
Product2-(3-Bromo-1H-pyrazol-1-yl)-3-chloropyridineHCID 2107127868.5%

Reaction Conditions

Temperature100 °C

Reaction Steps

A mixture of 10.7 g of 3-bromo-1H-pyrazole, 11.8 g of 2,3-dichloropyridine, 57.3 g of cesium carbonate and 80 mL of N,N-dimethylformamide was stirred at 100° C. for 8 hours. After cooling to room temperature and adding water, the reaction mixture was extracted twice with methyl tert-butyl ether. The organic layers were combined, washed sequentially with water and a saturated sodium chloride solution, dried over magnesium sulfate, and concentrated under reduced pressure. The resulting residue was subjected to silica gel column chromatography to obtain 12.9 g of 2-(3-bromo-1H-pyrazol-1-yl)-3-chloropyridine. 2-(3-bromo-1H-pyrazol-1-yl)-3-chloropyridine

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08003650B2
Source datasetuspto-grants-2011_08
ORD IDord-7d31a16c78bd461087afe2034ba36e3e
Source noteuspto-grants-2011_08