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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 234710Generated: October 25, 2026

Propargyl bromide → 5-(4-Fluorophenyl)-4-[4-(methylsulfonyl)phenyl]-2-(2-propynyloxy)-6-(trifluoromethyl)pyridine

https://huagongshe.com/reaction/234710

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPropargyl bromideHCID 7842—
ReactantPotassium CarbonateHCID 11430—
Reactant5-(4-Fluorophenyl)-4-[4-(methylsulfonyl)phenyl]-6-(trifluoromethyl)-2-oxo-pyridineHCID 23355258—
SolventDimethylformamideHCID 6228—
Product5-(4-Fluorophenyl)-4-[4-(methylsulfonyl)phenyl]-2-(2-propynyloxy)-6-(trifluoromethyl)pyridineHCID 1020419846.6%

Reaction Steps

A mixture of 0.11 g of 5-(4-fluorophenyl)-4-[4-(methylsulfonyl)phenyl]-6-(trifluoromethyl)-2-oxo-pyridine (step 5 of Example 1), 2.5 g of propargyl bromide, 0.3 g of potassium carbonate, and 5 mL of DMF was stirred for 60 hours and concentrated in vacuo. The residue was triturated with water and extracted with methylene chloride. The methylene chloride extract was dried over MgSO4 and filtered through silica gel. The filtrate was reconcentrated in vacuo and the residue was crystallized from ether/hexane to give 56 mg of white solid: mp 138°-139° C.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05596008
Source datasetuspto-grants-1997_01
ORD IDord-48bb3ec879e34d8cae23697c523b7e97
Source noteuspto-grants-1997_01