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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 601670Generated: October 25, 2026

Pyridine → 4-bromo-1-(2-fluorophenyl)-3-methyl-1H-pyrazole

https://huagongshe.com/reaction/601670

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPyridineHCID 1049—
Reactant2-Fluorophenylboric acidHCID 22237831—
ReactantHCID 178434489HCID 178434489—
CatalystCupric acetateHCID 8895—
SolventDimethylformamideHCID 6228—
Product4-bromo-1-(2-fluorophenyl)-3-methyl-1H-pyrazoleHCID 231582048.5%

Reaction Steps

580 mg of 4-bromo-3-methylpyrazole, 1.0 g of 2-fluorophenylboric acid, 3.3 g of copper acetate, 1.0 g of molecular sieves 4A, and 1.6 ml of pyridine were suspended in 8.0 ml of dimethylformamide, and the mixture was stirred at room temperature for 3 days. The obtained suspended solution was filtrated by celite, and the filtrate was diluted with ethyl acetate. Organic layer was washed with 0.5 N sodium hydride, dried with sodium sulfate, and the solvents were distilled outunder reduced pressure. The residues were purified by silicagel column chromatography (hexane:ethyl acetate=50:50) to obtain 78 mg of the above compound as a crude product.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07902369B2
Source datasetuspto-grants-2011_03
ORD IDord-ce8ea8e801ae44649b68ad6b1075347e
Source noteuspto-grants-2011_03